The creation of an amine. It can be produced by the addition of an amino group to an organic compound or reduction of a nitro group.
A chemical element having an atomic weight of 106.4, atomic number of 46, and the symbol Pd. It is a white, ductile metal resembling platinum, and following it in abundance and importance of applications. It is used in dentistry in the form of gold, silver, and copper alloys.
A group of compounds derived from ammonia by substituting organic radicals for the hydrogens. (From Grant & Hackh's Chemical Dictionary, 5th ed)
Rhodium. A hard and rare metal of the platinum group, atomic number 45, atomic weight 102.905, symbol Rh. (Dorland, 28th ed)
Organic compounds composed exclusively of carbon and hydrogen where no carbon atoms join to form a ring structure.
Unsaturated hydrocarbons of the type Cn-H2n, indicated by the suffix -ene. (Grant & Hackh's Chemical Dictionary, 5th ed, p408)
The location of the atoms, groups or ions relative to one another in a molecule, as well as the number, type and location of covalent bonds.
The phenomenon whereby compounds whose molecules have the same number and kind of atoms and the same atomic arrangement, but differ in their spatial relationships. (From McGraw-Hill Dictionary of Scientific and Technical Terms, 5th ed)
The facilitation of a chemical reaction by material (catalyst) that is not consumed by the reaction.
An NAD-dependent enzyme that catalyzes the reversible DEAMINATION of L-ALANINE to PYRUVATE and AMMONIA. The enzyme is needed for growth when ALANINE is the sole CARBON or NITROGEN source. It may also play a role in CELL WALL synthesis because L-ALANINE is an important constituent of the PEPTIDOGLYCAN layer.
A plant genus of the family LYCOPODIACEAE. Members contain ALKALOIDS. Lycopodium oil is obtained from L. clavatum.
Physical reactions involved in the formation of or changes in the structure of atoms and molecules and their interactions.
An enzyme that catalyzes the conversion of L-glutamate and water to 2-oxoglutarate and NH3 in the presence of NAD+. (From Enzyme Nomenclature, 1992) EC 1.4.1.2.
A metallic element with the atomic symbol Ir, atomic number 77, and atomic weight 192.22.
Inorganic or organic compounds derived from phosphine (PH3) by the replacement of H atoms. (From Grant & Hackh's Chemical Dictionary, 5th ed)
Saturated azacyclopropane compounds. They include compounds with substitutions on CARBON or NITROGEN atoms.
Pollution prevention through the design of effective chemical products that have low or no toxicity and use of chemical processes that reduce or eliminate the use and generation of hazardous substances.
Changing an open-chain hydrocarbon to a closed ring. (McGraw-Hill Dictionary of Scientific and Technical Terms, 5th ed)
A class of enzymes that catalyze oxidation-reduction reactions of amino acids.

Reaction specificity of native and nicked 3,4-dihydroxyphenylalanine decarboxylase. (1/218)

3,4-Dihydroxyphenylalanine (Dopa) decarboxylase is a stereospecific pyridoxal 5'-phosphate (PLP)-dependent alpha-decarboxylase that converts L-aromatic amino acids into their corresponding amines. We now report that reaction of the enzyme with D-5-hydroxytryptophan or D-Dopa results in a time-dependent inactivation and conversion of the PLP coenzyme to pyridoxamine 5'-phosphate and PLP-D-amino acid Pictet-Spengler adducts, which have been identified by high performance liquid chromatography. We also show that the reaction specificity of Dopa decarboxylase toward aromatic amines depends on the experimental conditions. Whereas oxidative deamination occurs under aerobic conditions (Bertoldi, M., Moore, P. S., Maras, B., Dominici, P., and Borri Voltattorni, C. (1996) J. Biol. Chem. 271, 23954-23959; Bertoldi, M., Dominici, P., Moore, P. S., Maras, B., and Borri Voltattorni, C. (1998) Biochemistry 37, 6552-6561), half-transamination and Pictet-Spengler reactions take place under anaerobic conditions. Moreover, we examined the reaction specificity of nicked Dopa decarboxylase, obtained by selective tryptic cleavage of the native enzyme between Lys334 and His335. Although this enzymatic species does not exhibit either decarboxylase or oxidative deamination activities, it retains a large percentage of the native transaminase activity toward D-aromatic amino acids and displays a slow transaminase activity toward aromatic amines. These transamination reactions occur concomitantly with the formation of cyclic coenzyme-substrate adducts. Together with additional data, we thus suggest that native Dopa decarboxylase can exist as an equilibrium among "open," "half-open," and "closed" forms.  (+info)

Effect of the ratio between essential and nonessential amino acids in the diet on utilization of nitrogen and amino acids by growing pigs. (2/218)

In 36 growing pigs (30 to 60 kg), N balance and amino acid (AA) composition of weight gain were measured to evaluate the interactive effect of the ratio between N from essential amino acids (EAA(N)) to nonessential amino acids (NEAA(N)) and total N level (T(N)) in the diet on N retention and utilization of N, EAA(N), NEAA(N), and AA. Nine diets composed from ordinary feedstuffs and supplemented with crystalline AA were used (three EAA(N):NEAA(N) ratios of 38:62, 50:50, and 62:38 at three T(N) levels of 18.8, 22.9, and 30.0 g/kg). Pigs were fed restrictedly, at a level of 2.8 x energy for maintenance. In all diets, EAA (including arginine) supply was according to or slightly above the recommended ratios to lysine. Measurements were done in four blocks of nine pigs each. In a concomitant slaughter experiment, the AA composition of deposited body protein was determined to estimate AA utilization. The effects of T(N) and EAA(N):NEAA(N) and their interaction for N retention and utilization were significant. Nitrogen retention increased with higher T(N) in the diet. Increasing EAA(N):NEAA(N) from 38:62 to 50:50 improved N retention only at the two lower T(N) levels. Increasing EAA(N): NEAA(N) above 50:50 failed to improve N retention significantly at any of the three T(N) levels. Lowering T(N) improved the utilization of total and digested N and of EAA(N) and NEAA(N). The increase in EAA(N): NEAA(N) consistently resulted in a lower utilization of EAA(N), but this was compensated by a higher utilization of NEAA(N). The utilization of T(N) was improved by increasing EAA(N):NEAA(N) from 38:62 to 50:50 at the two lower T(N) levels and was relatively unaffected by EAA(N):NEAA(N) at the highest T(N). However, a lower utilization of N was observed at a ratio of 62:38 at a T(N) level of 22.9 g/kg. The effects were similar for utilization of individual EAA and NEAA. Utilization of alanine, aspartic acid, and glycine was close to or >100% at the highest EAA(N):NEAA(N), which was expected because all of these AA are synthesized in pigs. Also, the utilization of arginine was >100% in most of the treatments, which confirms the semiessential character of this AA for maintenance. We concluded that the required ratio of EAA(N):NEAA(N) for optimal N retention and utilization is approximately 50:50. The EAA(N):NEAA(N) is more important at lower dietary protein levels. This study indicates that EAA(N): NEAA(N) can be increased up to 70:30 without lowering the utilization of N. Thus, deaminated EAA(N) was efficiently utilized for the synthesis of NEAA(N).  (+info)

Effects of branched-chain-enriched amino acids and insulin on forearm leucine kinetics. (3/218)

Although amino acid mixtures enriched in branched-chain amino acids (BCAA) and deficient in aromatic amino acids (AAA) are often used together with insulin and glucose in clinical nutrition, their physiological effects on muscle protein anabolism are not known. To this aim, we studied forearm leucine kinetics in post-absorptive volunteers, before and after the systemic infusion of BCAA-enriched, AAA-deficient amino acids along with insulin and the euglycaemic clamp. The results were compared with the effects of insulin infusion alone. A compartmental leucine forearm model was employed at steady state. Hyperaminoacidaemia with hyperinsulinaemia (to approximately 80-100 micro-units/ml) increased the leucine plasma concentration (+70%; P<0.001), inflow into the forearm cell (+150%; P<0.01), disposal into protein synthesis (+100%; P<0.01), net intracellular retention (P<0.01), net forearm balance (by approximately 6-fold; P<0.01) and net deamination to alpha-ketoisocaproate (4-methyl-2-oxopentanoate) (+9%; P<0.05). Leucine release from forearm proteolysis and outflow from the forearm cell were unchanged. In contrast, hyperinsulinaemia alone decreased plasma leucine concentrations (-35%; P<0.001) and leucine inflow (-20%; P<0.05) and outflow (-30%; P<0.01) into and out of forearm cell(s), it increased net intracellular leucine retention (P<0.03), and it did not change leucine release from forearm proteolysis (-20%; P=0.138), net leucine deamination to alpha-ketoisocaproate, leucine disposal into protein synthesis or net forearm protein balance. By considering all data together, leucine disposal into protein synthesis was directly correlated with leucine inflow into the cell (r=0.71; P<0.0001). These data indicate that the infusion of BCAA-enriched, AAA-deficient amino acids along with insulin is capable of stimulating forearm (i.e. muscle) protein anabolism in normal volunteers by enhancing intracellular leucine transport and protein synthesis. These effects are probably due to hyperaminoacidaemia and/or its interaction with hyperinsulinaemia, since they were not observed under conditions of hyperinsulinaemia alone.  (+info)

Fluorescent neoglycolipids. Improved probes for oligosaccharide ligand discovery. (4/218)

A second generation of lipid-linked oligosaccharide probes, fluorescent neoglycolipids, has been designed and synthesized for ligand discovery within highly complex mixtures of oligosaccharides. The aminolipid 1,2-dihexadecyl-sn-glycero-3-phosphoethanolamine (DHPE), which has been used extensively to generate neoglycolipids for biological and structural studies, has been modified to incorporate a fluorescent label, anthracene. This new lipid reagent, N-aminoacetyl-N-(9-anthracenylmethyl)-1, 2-dihexadecyl-sn-glycero-3-phosphoethanolamine (ADHP), synthesized from anthracenaldehyde and DHPE gives an intense fluorescence under UV light. Fluorescent neoglycolipids derived from a variety of neutral and acidic oligosaccharides by conjugation to ADHP, by reductive amination, can be detected and quantified by spectrophotometry and scanning densitometry, and resolved by TLC and HPLC with subpicomole detection. Antigenicities of the ADHP-neoglycolipids are well retained, and picomole levels can be detected using monoclonal carbohydrate sequence-specific antibodies. Among O-glycans from an ovarian cystadenoma mucin, isomeric oligosaccharide sequences, sialyl-Lea- and sialyl-Lex-active, could be resolved by HPLC as fluorescent neoglycolipids, and sequenced by liquid secondary-ion mass spectrometry. Thus the neoglycolipid technology now uniquely combines high sensitivity of immuno-detection with a comparable sensitivity of chemical detection. Principles are thus established for a streamlined technology whereby an oligosaccharide population is carried through ligand detection and ligand isolation steps, and sequence determination by mass spectrometry, enzymatic sequencing and other state-of-the-art technologies for carbohydrate analysis.  (+info)

Structure of the Bordetella pertussis 1414 endotoxin. (5/218)

The endotoxin (lipopolysaccharide) of Bordetella pertussis, the agent of whooping cough, consists of a lipid A linked to a highly branched dodecasaccharide containing several acid and amino sugars. The elucidation of the polysaccharide structure was accomplished by first analyzing the structures of fragments obtained by hydrolysis and nitrous deamination and then piecing the fragments together. The fine structure of the antigenic distal pentasaccharide, presented here, was determined by chemical analyses as well as by high-resolution nuclear magnetic resonance and mass spectrometry. The complete structure was reconstituted and confirmed by matrix-assisted laser desorption/ionization mass spectrometry. The following structure was derived from the combined experimental data:The detailed structure combined with previously reported serological data now allows the synthesis of its epitopes for potential vaccines.  (+info)

Electrospray mass spectrometry and fragmentation of N-linked carbohydrates derivatized at the reducing terminus. (6/218)

Derivatives were prepared from N-linked glycans by reductive amination from 2-aminobenzamide, 2-aminopyridine, 3-aminoquinoline, 2-aminoacridone, 4-amino-N-(2-diethylaminoethyl)benzamide, and the methyl, ethyl, and butyl esters of 4-aminobenzoic acid. Their electrospray and collision-induced dissociation (CID) fragmentation spectra were examined with a Q-TOF mass spectrometer. The strongest signals were obtained from the [M + Na]+ ions for all derivatives except sugars derivatized with 4-amino-N-(2-diethylaminoethyl)benzamide which gave very strong doubly charged [M + H + Na]2+ ions. The strongest [M + Na]+ ion signals were obtained from the butyl ester of 4-aminobenzoic acid and the weakest from 2-aminopyridine. The most informative spectra were recorded from the [M + Li]+ or [M + Na]+ ions. These spectra were dominated by ions produced by sequence-revealing glycosidic cleavages and "internal" fragments. Linkage-revealing cross-ring cleavage ions were reasonably abundant, particularly from high-mannose glycans. Although the nature of the derivative was found to have little effect upon the fragmentation pattern, 3-aminoquinoline derivatives gave marginally more abundant cross-ring fragments than the other derivatives. [M + H]+ ions formed only glycosidic fragments with few, if any, cross-ring cleavage ions. Doubly charged molecular ions gave less informative spectra; singly charged fragments were weak, and molecular ions containing hydrogen ([M + 2H]2+ and [M + H + Na]2+) fragmented as the [M + H]+ singly charged ions with no significant cross-ring cleavages.  (+info)

Bisulfite genomic sequencing: systematic investigation of critical experimental parameters. (7/218)

Bisulfite genomic sequencing is the method of choice for the generation of methylation maps with single-base resolution. The method is based on the selective deamination of cytosine to uracil by treatment with bisulfite and the sequencing of subsequently generated PCR products. In contrast to cytosine, 5-methylcytosine does not react with bisulfite and can therefore be distinguished. In order to investigate the potential for optimization of the method and to determine the critical experimental parameters, we determined the influence of incubation time and incubation temperature on the deamination efficiency and measured the degree of DNA degradation during the bisulfite treatment. We found that maximum conversion rates of cytosine occurred at 55 degrees C (4-18 h) and 95 degrees C (1 h). Under these conditions at least 84-96% of the DNA is degraded. To study the impact of primer selection, homologous DNA templates were constructed possessing cytosine-containing and cytosine-free primer binding sites, respectively. The recognition rates for cytosine (>/=97%) and 5-methylcytosine (>/=94%) were found to be identical for both templates.  (+info)

1-Oxo-2-hydroxy-1,2-dihydroacronycine: a useful synthon in the acronycine series for the introduction of amino substituents at 6-position and for the conversion into isopropylfuroacridones. (8/218)

Thermic aromatic nucleophilic displacement of the methoxy group at C-6 of (+/-)-1-oxo-2-hydroxy-1,2-dihydroacronycine (2) by an amine is a reaction that gives a facile entry to acronycine derivatives bearing an amino substituent at this position. The introduction of the amino substituents was confirmed with a long-range 1H-15N correlation NMR spectrum at natural abundance. Under basic conditions, compound 2 can also be rearranged to the corresponding isopropylfuroacridone 12, in 80% yield.  (+info)

TY - JOUR. T1 - Acid-base blend membranes based on Nafion®/aminated SPEEK for reducing methanol permeability. AU - Tsai, Jie Cheng. AU - Lin, Chien-Kung. PY - 2011/3/1. Y1 - 2011/3/1. N2 - Sulfonated poly(ether ether ketone)s (SPEEKs) were further substituted on the polymer main chain by amino groups to form an acid-basic polymer, and blended with acid polymeric Nafion® to create composite membranes. The acid-base blend membranes containing ionic crosslinking exhibited lower water uptake than recast Nafion®, and the methanol permeability was reduced significantly for various contents of aminated SPEEK, with a maximum proton conductivity of ~0.063Scm-1 at 30°C. The single-cell performance of the blend membranes with various contents of aminated SPEEK showed 20-26mWcm-2 for S45A47 at 80°C. Both the power density and open circuit voltage were higher than those of Nafion® 115 and recast Nafion®. The acid-base blend membranes satisfy the requirements for proton exchange membranes in the ...
Iron-Catalyzed Intramolecular Allylic C-H Amination Paradine, S. M.; White, M. C. J. Am. Chem. Soc. 2012, 134, 2036-2039. DOI: 10.1021/ja211600g In their recent communication, Christina Whites group at Illinois reports a new allylic C-H amination catalyzed by iron. This builds on previous work from their group in Pd sulfoxide catalyzed allylic amination and iron catalyzed…
A metal- and reagent-free, electrochemical intramolecular oxidative amination reaction of tri- and tetrasubstituted alkenes has been developed. The electrosynthetic method proceeds through radical cyclization to form the key C-N bond, allowing a variety of hindered tri- and tetrasubstituted olefins …
TY - JOUR. T1 - Mechanism-Guided Engineering of ω-Transaminase to Accelerate Reductive Amination of Ketones. AU - Han, Sang Woo. AU - Park, Eul Soo. AU - Dong, Joo Young. AU - shin, jong shik. PY - 2015/5/1. Y1 - 2015/5/1. N2 - Asymmetric reductive amination of ketones using ω-transaminases (ω-TAs) offers a promising alternative to the chemocatalytic synthesis of chiral amines. One fundamental challenge to the biocatalytic strategy is the very low enzyme activities for most ketones compared with native substrates (i.e., ,1% relative to pyruvate). Here we have demonstrated that a single point mutation in the active site of the (S)-selective ω-TA from Ochrobactrum anthropi could induce a remarkable acceleration of the amination reaction without any loss in stereoselectivity and enzyme stability. Molecular modeling of quinonoid intermediates, alanine scanning mutagenesis and kinetic analysis revealed that the W58 residue acted as a steric barrier to binding and catalytic turnover of ketone ...
Allylic C-H functionalization has been an emerging field over the last decade due to the ability to convert inert C-H bonds into C-N, C-O, and C-C bonds. In the past two years the Blakey group has developed methodology for rhodium (III) catalyzed intermolecular allylic C-H amination and etherification of 1,2-disubstituted olefins. The allylic amination methodology was found to be regioselective however was not enantioselective. Therefore it was proposed that methodology for allylic C-H alkylation of 1,2-disubstiuted olefins could be developed. Optimization for this method was done using diphenylpropene as the substrate and dimethylmalonate as the nucleophile. This methodology was found to tolerate five nucleophiles with moderate to high yields. The nucleophiles that tolerated this system contained one nitro, ketone, ester, or two esters. The regioselectivity of the system was investigated using β-alkyl-styrenederivatives and a variety of the best nucleophiles from the reaction scope with ...
Lamani, M. and Prabhu, K. R. (2012), NIS-Catalyzed Reactions: Amidation of Acetophenones and Oxidative Amination of Propiophenones. Chem. Eur. J., 18: 14638-14642. doi: 10.1002/chem.201202703 ...
Reported herein is a chiral Brønsted acid-catalyzed asymmetric intramolecular allylic amination reaction, allowing facile access to a range of biologically interesting chiral 2-substituted hydroquinolines in up to 90% yield and with up to 93% ee. Furthermore, a significant effect of an N-protecting group was observ Synthetic methodology in OBC
Abstract. The bicyclic triaminophosphine P(i-BuNCH2CH2)3N serves as an effective ligand for the palladium-catalyzed amination of various aryl bromides and iodides. Other bicyclic or acyclic triaminophosphines, even those of similar basicity and/or bulk, were inferior.. ...
PROCESS FOR SEPARATING ONE OR MORE ALIPHATIC DIAMINES FROM REDUCTIVE AMINATION REACTION SOLVENTS AND IMPURITIES - The instant invention provides a process for separating one or more aliphatic diamines from reductive amination reaction solvents and impurities, and aliphatic diamines obtained via such a process. The process for separating one or more aliphatic diamines from reductive amination reaction solvents and impurities according to the instant invention comprises the steps of: (1) feeding one or more cycloaliphatic cyanoaldehydes, hydrogen, ammonia, and optionally one or more solvents into a continuous reductive amination reactor system; (2) contacting said one or more cycloaliphatic cyanoaldehydes, hydrogen, and ammonia with each other in the presence of one or more heterogeneous metal based catalyst systems at a temperature in the range of from 80° C. to about 160° C. and a pressure in the range of from 700 to 3500 psig; (3) thereby forming a product mixture comprising one or more ...
TY - JOUR. T1 - Enantioselective Hydroamination of Alkenes with Sulfonamides Enabled by Proton-Coupled Electron Transfer. AU - Roos, Casey B.. AU - Demaerel, Joachim. AU - Graff, David E.. AU - Knowles, Robert R.. PY - 2020/4/1. Y1 - 2020/4/1. N2 - An enantioselective, radical-based method for the intramolecular hydroamination of alkenes with sulfonamides is reported. These reactions are proposed to proceed via N-centered radicals formed by proton-coupled electron transfer (PCET) activation of sulfonamide N-H bonds. Noncovalent interactions between the neutral sulfonamidyl radical and a chiral phosphoric acid generated in the PCET event are hypothesized to serve as the basis for asymmetric induction in a subsequent C-N bond forming step, achieving selectivities of up to 98:2 er. These results offer further support for the ability of noncovalent interactions to enforce stereoselectivity in reactions of transient and highly reactive open-shell intermediates.. AB - An enantioselective, ...
Abstract. The use of aqueous ammonia is essential for a palladium-catalyzed allylic amination for the preparation of primary amines. It is noteworthy that ammonia gas did not react at all. The first catalytic asymmetric synthesis using aqueous ammonia as a nitrogen source has also been demonstrated.. ...
TY - JOUR. T1 - Ir(I)-catalyzed intermolecular regio- and enantioselective hydroamination of alkenes with heteroaromatic amines. AU - Pan, Shiguang. AU - Endo, Kohei. AU - Shibata, Takanori. PY - 2012/2/3. Y1 - 2012/2/3. N2 - A cationic Ir(I)-C 3-TUNEPHOS complex catalyzed an intermolecular hydroamination of styrene derivatives with various heteroaromatic amines. The reaction gave Markovnikov products with perfect regioselectivity and good enantioselectivity under solvent-free conditions.. AB - A cationic Ir(I)-C 3-TUNEPHOS complex catalyzed an intermolecular hydroamination of styrene derivatives with various heteroaromatic amines. The reaction gave Markovnikov products with perfect regioselectivity and good enantioselectivity under solvent-free conditions.. UR - http://www.scopus.com/inward/record.url?scp=84856714192&partnerID=8YFLogxK. UR - http://www.scopus.com/inward/citedby.url?scp=84856714192&partnerID=8YFLogxK. U2 - 10.1021/ol203318z. DO - 10.1021/ol203318z. M3 - Article. C2 - ...
PDF | Amination: Addition of amine (?NH2) group to molecule. Amination Explanation: Amination is process in which amine group ( NH2) is added in with online microbiology lecture notes.
A new procedure has been developed for the direct intermolecular C-H amination of simple hydrocarbons using shelf-stable nonafluorobutanesulfonyl azide in the presence of a dirhodium(ii) tetracarboxylate catalyst under mild reaction conditions. Some mechanistic details are briefly discussed on the basis of control
In recent years great efforts have been taken for the development of highly active catalysts in the field of hydroamination- and cross-coupling-reactions. However, there is still a lack of generally applicable and user-friendly methodologies. In the present work, a sequential protocol for the synthesis of 2-aryl/alkenyl substituted indoles using low priced 2-chloro anilines and alkynes was developed. A Broensted-acid catalyzed intramolecular hydroamination of non-activated alkenes disclosed an atom-economical approach to functionalized pyrrolidine derivatives. Air-stable heteroatom substituted secondary phosphine oxide (HASPO) TADDOLP(O)H-ligand allowed for the use of aryl chlorides in palladium-catalyzed Kumada-Corriu couplings. Easily accessible air-stable HASPO-ligand PinP(O)H enabled palladium-catalyzed Kumada-Corriu cross-couplings of not only electron-rich and electron-poor tosylates but also heterocyclic tosylates. The use of a diaminophosphine chloride as preligand in palladium-catalyzed ...
0049] Possible homogeneous catalysts to be used in the process of the invention are all homogeneous catalysts known to those skilled in the art which are able to activate the CH bond of the carbon atom bearing the OH group to be aminated. Examples of such catalysts encompass alkali metal alkoxides, aluminum alkoxides and lanthanide alkoxides, inorganic compounds of noble metals (e.g. [RuCl3*nH2O], IrCl3), monometallic or multimetallic, mononuclear or multinuclear coordination compounds of one or more noble metals selected from among the elements ruthenium (e.g. [RuCl2(PPh3)3], [RuH2(PPh3)4], the Shvo catalyst ([(η4-C4Ph4CO)Ru(CO)3]2), [Ru(cod)(cot)], [(PPh3)2Ru(CH3CN)3Cl]BPh4, [Ru(p-cymene)Cl2]2, [Ru(p-cymene)Cl2]2/DPEphos, [Ru(PPh3)3(CO)H2], [Ru3(CO)12], [Ru3(CO)12]/N-phenyl-2-(PCl2)pyrrole, [RuCl2(dmso)4]), rhodium (e.g. the Wilkinson catalyst ([RhCl(PPh3)3]), [RhH(PPh3)3]), iridium (e.g. [IrCl3(dmso)3], [Cp*IrCl2]2, [Ir(cod)Cl]2/(dppp)/Cs2CO3, [IrCl2H(cod)]2, KOH-activated ...
Flow Synthesis of Secondary Amines over M/Al2O3 Catalysts (M = Cu, Ag) by One-Pot Reductive Amination of Aldehydes with Nitroarenes Доклады на конференциях ...
TY - JOUR. T1 - Valorization of biomass derived terpene compounds by catalytic amination. AU - Simakova, Irina L.. AU - Simakov, Andrey V.. AU - Murzin, Dmitry. N1 - tk.. PY - 2018. Y1 - 2018. N2 - This review fills an apparent gap existing in the literature by providing an overview of the readily available terpenes and existing catalytic protocols for preparation of terpene-derived amines. To address the role of solid catalysts in amination of terpenes the same reactions with homogeneous counterparts are also discussed. Such catalysts can be considered as a benchmark, which solid catalysts should match. Although catalytic systems based on transition metal complexes have been developed for synthesis of amines to a larger extent, there is an apparent need to reduce the production costs. Subsequently, homogenous systems based on cheaper metals operating by nucleophilic substitution (e.g., Ni, Co, Cu, Fe) with a possibility of easy recycling, as well as metal nanoparticles (e.g., Pd, Au) supported ...
A Modified System for the Synthesis of Enantioenriched N-Arylamines through Copper-Catalyzed Hydroamination Despite significant recent progress in copper-catalyzed enantioselective hydroamination chemistry, the synthesis of chiral N-arylamines, which are frequently found in natural products and pharmaceuticals, has not been realized. Initial experiments with N-arylhydroxylamine ester electrophiles were unsuccessful and instead, their reduction, in the presence of copper hydride (CuH) catalysts, was observed. We detail key modifications of our previously reported hydroamination protocols that led to broadly applicable conditions for the enantioselective net addition of secondary anilines across the double bond of styrenes, 1,1 -disubstituted alkenes, and terminal alkenes. NMR studies suggest that suppression of the undesired reduction pathway is the basis for the dramatic improvements in yield under this new protocol. Chapter 2 ...
The geometric isolation of metal species in single-atom catalysis (SACs) not only maximizes the atomic utilization efficiency, but also endows SACs with unique selectivity in various transformations.
N-Alkyl enamines can be transformed into 2,4,5-trisubsituted imidazoles by reacting with (diacetoxyiodo)benzene and TMSN3 under the catalysis of a copper salt such as Cu(OAc)2. Tetrabutyl ammonium iodide was also capable of promoting the reaction. The transformation from N-alkyl enamines into 2,4,5-trisubsituted imidazoles took place in a domino azidation/intramolecular C(sp3)-H amination pattern. The present reaction provides a new efficient method for the preparation of 4-(trifluoromethyl) imi
Sodium triacetoxyborohydride has emerged as one of the reagents used most frequently for carrying out reductive amination of carbonyl compounds, a reaction that is also known as reductive alkylation of amines. A disadvantage of sodium triacetoxyborohydride is its poor solubility, and that product isolation requires an aqueous quench followed by liquid-liquid extraction and column chromatography.. Biotage® MP-Triacetoxyborohydride was developed to perform in a manner similar to that of sodium triacetoxyborohydride, while simplifying reagent handling and product purification. Moreover, for many of these reactions, a scavenger resin may be added for one-pot purification of the product.. ...
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The syntheses of azaMan-beta-(1--,6)-C-Glc (4), azaGlc-beta-(1--,6)-C-Glc (5), and azaGal-beta-(1--,6)-C-Glc (6) based upon double reductive amination of acetylenic carbohydrate-derived diketones is described. The required diketones are obtained by addition of the acetylenic sugar anion derived from dibromoolefin 7 to benzyl-protected mannopyranolactone, glucopyranolactone, or galactopyranolactone, followed by reduction of the ketose and oxidation of the resulting diol. Ensuing double reductive amination and hydrogenolysis affords the target compounds in reasonable to good yields. Enzyme inhibition tests show that neither of the three compounds 4, 5, and 6 inhibit beta-glycosidases, while moderate to good inhibitory activities were found on alpha-glycosidases, the most active being 6 (alpha-galactosidase: K-i = 0.092 mu M).. Keywords: carbohydrates ; aza sugars ; double reductive amination ; enzyme ; inhibitors ; glycosidase inhibitors ; Aza-c-disaccharides ; biological evaluation ; reductive ...
Organic compounds that contain nitrogen are very important intermediates in pharmaceutical and chemical industry. Hydroamination is the reaction that can form C-N bond with high atom economy. The research progress in metals catalyzed hydroamination of alkenes and alkynes from the perspective of reaction mechanism is categorized and summarized.
A series of bis(amidate)group 4-bis(amido) complexes have been prepared, characterized and have been shown to be highly tunable precatalysts for both the intra- and intermolecular hydroamination of alkynes.. ...
Tailor-made single-cell biocatalysts co-expressing multiple enzymes enable efficient in vivo reaction cascades [28, 32]. Consequently, the design and application of such microbial cell factories has attracted attention in recent years, aiming for the production of a broad range of valuable chiral compounds. Since synthetic pathways commonly may involve cofactor-dependent redox reactions [51], various studies focused on the incorporation of reaction pathways in a host cell whereby the sequence itself enables a suitable cofactor regeneration resulting in redox self-sufficient single-cell catalysts [42, 52]. Alternatively, recycling of cofactors can be achieved by making use of the hosts inherent metabolic pathways, e.g. the catabolism of carbon sources like glucose [53]. In this study, we established a modular platform to construct E. coli single-cell biocatalysts tailored for the in vivo amination of ketoacids and prochiral ketones, exploiting both cell metabolism as well as additional ...
Eric Jacobsen and co-workers published in JACS on a hydroamination using a thiourea catalyst. Its refreshing to see a hydroamination without a transition metal. JACS paper
Lo Q, Sale D, Braddock D, Davies Ret al., 2019, New insights into the reaction capabilities of ionic organic bases in cu-catalysed amination, European Journal of Organic Chemistry, Vol: 2019, Pages: 1944-1951, ISSN: 1099-0690 The application of ionic organic bases in the copper‐catalyzed amination reaction (Ullmann reaction) has been studied at room temperature, with sub‐mol‐% catalyst loadings, and with more challenging amines at elevated temperatures. The cation present in the base has been shown to have little effect on the reaction at standard catalyst and ancillary ligand loadings, whereas the choice of anion is crucial for good reactivity. A substrate scope carried out at room temperature with the best performing bases, TBAM and TBPM, showed both bases to be highly effective under these mild reaction conditions. Moreover, under sub‐mol % catalyst loadings and room temperature conditions, TBPM gave good to excellent yields for a number of different amines and functionalized aryl ...
Uncontrolled distribution of nanoparticles (NPs) within the body can significantly decrease the efficiency of drug therapy and is considered among the main restrictions of NPs application. The aim of this study was to develop a depot combination delivery system (CDS) containing fingolimod loaded poly (3-hydroxybutyrate-co-3-hydroxyvalerate) (PHBV) NPs dispersed into a matrix of oleic acid-grafted-aminated alginate (OA-g-AAlg) to minimize the nonspecific biodistribution (BD) of PHBV NPs. OA-g-AAlg was synthesized in two step; First, Alg was aminated by using adipic dihydrazide (ADH). The degree of hyrazide group substitution of Alg was determined by trinitro-benzene-sulfonic acid (TNBS) assay. Second, OA was attached to AAlg through formation of an amide bond. Chemical structure of OA-g-AAlg was confirmed with FTIR and HNMR spectroscopy. Furthermore, rheological properties of OA-g-AAlg with different grafting ratios were evaluated. In-vitro release studies indicated that 47% of fingolimod was ...
Although the Pd(II)-catalyzed alkene aminopalladation and allylic C-H activation have been much described in literature, the in-depth mechanism of such type of process is far from being a simple matter. This account focuses on the oxidative intramolecular Pd(II)-catalyzed amination of unsaturated N-sulfonyl carbamates and carboxamides, revealing that different mechanistic paths can be operative. In particular, after activation of the unsaturation by Pd(II) catalyst, aminopalladation can take place, affording the corresponding high-energy cyclic (5- or 6-membered) aminopalladated intermediate (AmPI). This latter can evolve along different pathways, such as: distocyclic β-H elimination, oxidation by a strong terminal oxidant, or carbopalladation. Otherwise, the cyclic AmPI can lay dormant, in equilibrium with the initial substrate. In this case, alternative reactivities may take place, such as allylic C-H activation of the olefinic substrate, [3,3]-sigmatropic rearrangement, or ...
The Chichibabin reaction (pronounced (chē)-chē-bā-bēn) is a method for producing 2-aminopyridine derivatives by the reaction of pyridine with sodium amide. It was reported by Aleksei Chichibabin in 1914. The following is the overall form of the general reaction: The direct amination of pyridine with sodium amide takes place in liquid ammonia. Following the addition elimination mechanism first a nucleophilic NH2− is added while a hydride (H−) is leaving. Ciganek describes an example of an intramolecular Chichibabin reaction in which a nitrile group on a fused ring is the source of nitrogen in amination. It is widely accepted that the Chichibabin reaction mechanism is an addition-elimination reaction that proceeds through an σ-adduct (Meisenheimer adduct) intermediate (the third structure). First, the nucleophilic NH2− group adds to the δ+ ring carbon pushing electrons onto the ring nitrogen and forming the anionic σ-adduct, which is stabilized by sodium. Electrons from the ...
Di-tert-butyl azodicarboxylate is a reagent used in the preparation of acyl hydrazinedicarboxylates. It is also used in the electrophilic amination of beta-keto esters catalyzed by an axially chiral guanidine. It serves as a precursor in an enantioselective synthesis of 3,6-dihyropyridazines employing organocatalysts such as L-proline or (S)-2-pyrrolidinyl tetrazole. It is also utilized in the asymmetric Friedel-Crafts amination through a chiral organocatalyst. Further, it acts as a reactant for preparation of hexapeptide key fragments through stereo selective selenocyclization/oxidative deselenylation reactions. In addition to this, it is employed as a starting material in the synthesis of pyrroloisoquinoline template through stereoselective N-acyliminium-mediated cyclization and enolate amination for preparation of peptidomimetic compounds and Barbier-type propargylation reactions ...
Scientists from RUDN University in collaboration with Russian and foreign colleagues have studied reductive amination reactions. The new reactions and catalytic systems on their basis will find a use in organic synthesis and also will boost the production of medicinal substances and agrochemicals in the future. The study was published in the Organic & Biomolecular Chemistry journal.
ISSN: 0253-2786 CN: 31-1321/06. Address: No.345 Lingling Road, Shanghai, PRC. Postcode: 200032. Tel: 021-54925244 Fax: +086-021-54925285. E-mail: [email protected] © 2019Shanghai Institute of Organic Chemistry 、Chinese Chemical Society. ...
DR ANTHONY MELVIN CRASTO, Born in Mumbai in 1964 and graduated from Mumbai University, Completed his Ph.D from ICT, 1991,Matunga, Mumbai, India, in Organic Chemistry, The thesis topic was Synthesis of Novel Pyrethroid Analogues, Currently he is working with GLENMARK LIFE SCIENCES LTD, Research Centre as Principal Scientist, Process Research (bulk actives) at Mahape, Navi Mumbai, India. Total Industry exp 30 plus yrs, Prior to joining Glenmark, he has worked with major multinationals like Hoechst Marion Roussel, now Sanofi, Searle India Ltd, now RPG lifesciences, etc. He has worked with notable scientists like Dr K Nagarajan, Dr Ralph Stapel, Prof S Seshadri, Dr T.V. Radhakrishnan and Dr B. K. Kulkarni, etc, He did custom synthesis for major multinationals in his career like BASF, Novartis, Sanofi, etc., He has worked in Discovery, Natural products, Bulk drugs, Generics, Intermediates, Fine chemicals, Neutraceuticals, GMP, Scaleups, etc, he is now helping millions, has 9 million plus hits on ...
Manipulating selectivity of covalently-bonded hyperbranched anion exchangers toward organic acids. part i: Influence of primary amine substituents in the internal part of the functional layer / A. S. Uzhel, A. V. Gorbovskaya, A. V. Zatirakha et al. // Journal of Chromatography A. - 2019. - Vol. 1589. - P. 65-72. Three covalently-bonded poly(styrene-divinylbenzene)-based (PS-DVB) hyperbranched anion exchangers prepared using primary amines with carboxylic, sulfonic or 2-hydroxyethyl substituents in the internal part of the functional layer were studied and compared for evaluating the effect of amines substituents on the chromatographic performance of the stationary phases. The hyperbranched coating was created on the surface of aminated PS-DVB substrate by repeating the modification cycles including alkylation with 1,4-butanediol diglycidyl ether (1,4-BDDGE) and amination with primary amine; glycine, taurine (2-aminoethanesulfonic acid) or ethanolamine were used in the first cycle, and 4 more ...
Nicholas R. Babij and Prof. John P. Wolfe Desymmetrization of meso-2,5-Diallylpyrrolidinyl Ureas through Asymmetric Palladium-Catalyzed Carboamination: Stereocontrolled Synthesis of Bicyclic Ureas Angewandte Chemie International Edition 52. Version of Record online: 3 JUL 2013 , DOI: 10.1002/anie.201302720 ...
Transition Metal-Catalyzed Hydroamination and Carboamination Reactions of Anthranyl Allenamides as a Route to 2-Vinyl- and 2-(α-Styryl)-quinazolin-4-one Derivatives ...
phdthesis{4b0cc7a0-c1e0-4225-a218-e36a1b47d5a5, abstract = {The centenarian Trögers base (TB) was envisaged as scaffold for the construction of tubular-shaped cleft molecules due to its the remarkable structural properties. This endeavor started with the synthesis of the three possible diastereomers of a linear symmetrically fused tris-TB analogue, the anti-anti, the syn-syn, and the syn-anti. All three diastereomers showed unprecedented stability to acid isomerization. The desymmetrization protocol presented, established the foundations for the synthesis of higher generations of fused analogues of TB.,br/,,br, Following this, new methodologies for the functionalization of both the aromatic and the methanodiazocine ring of TB were introduced. The development of a palladium-catalyzed amination conditions converted 2,8-dihalo analogues of TB to their corresponding mono- and diamino analogues. Regarding the diazocine ring, the benzylic methylenes of TB were oxidized to give the first example of a ...
Process chemistry is the arm of pharmaceutical chemistry concerned with the development and optimization of a synthetic scheme and pilot plant procedure to manufacture compounds for the drug development phase. Process chemistry is distinguished from medicinal chemistry, which is the arm of pharmaceutical chemistry tasked with designing and synthesizing molecules on small scale in the early drug discovery phase. Medicinal chemists are largely concerned with synthesizing a large number of compounds as quickly as possible from easily tunable chemical building blocks (usually for SAR studies). In general, the repertoire of reactions utilized in discovery chemistry is somewhat narrow (for example, the Buchwald-Hartwig amination, Suzuki coupling and reductive amination are commonplace reactions). In contrast, process chemists are tasked with identifying a chemical process that is safe, cost and labor efficient, green, and reproducible, among other considerations. Oftentimes, in searching for the ...
https://www.khanacademy.org/.../reactions-benzene/v/bromination-of-benzene (VCH, Weinheim, 1997) p. 374. General procedure D (GPD) for the amide coupling of benzazocinone 26: HATU (1.1 equiv) and DIPEA (1.1-2.2 equiv) were added to a stirred solution of benzazocinone 26 (1.0 equiv) and the primary amine (1.5 equiv) in CH2Cl2 (5 L mol−1) and the resulting mixture was stirred at ambient temperature for 16 h. Subsequently, the mixture was washed with water (1×10 L mol−1), sat. https://doi.org/10.1023/A:1019048526516, DOI: https://doi.org/10.1023/A:1019048526516, Over 10 million scientific documents at your fingertips, Not logged in The first series of derivatizations of the scaffold was initiated by hydrogenolytic debenzylation of N‐benzyl derivative to provide the NH‐congener, which could be deprotonated with LDA and alkylated at nitrogen to give further examples of this compound class. mode) or Thermo Scientific DFS (EI) spectrometers. 1.5 equiv Boc2O, 1.8 equiv pyridine, 1,4‐dioxane, ...
ACS Amination and Hydrazine located into a single placement Water-preparation, but them are implemented into different cabinets CC1 and CC2, accordingly. Into each of the cabinets placed an individual controller, and the controller of ACS Hydrazine connected to local network through second interface of the controller of ACS Amination, where both of the interfaces connected to a Bridge. Main aim of the ACS Amination and Hydrazine is dosing transfer of ammonia and hydrazine-hydrate to the supply water, which performs by pumps connected through Frequency Converters (FC). Control by the FC performs from the PLC by the link interface RS-485 and the protocol ModBus/RTU.. ACS Phosphating divided to two parts. First part is presented by cabinet CC4 (placement of Central Heat Board) and into it installed PLC, and second part is presented by cabinet CC3 (placement of nonoperative contour of boiler #8) with a tray of Object Adjustment Devices (OAD) and frequency converters of pumps of ...
An efficient synthesis of racemic tert-leucine from trimethylpyruvic acid using a Leuckart type reaction is described. A facile resolution of an intermediate with α-methylbenzylamine allows entry into either (R)-or (S)-tert-leucine.. ...
Herein we describe a platform technology for the synthesis and characterization of partially aminated, 35S-labeled, dendritic polyglycerol sulfate (dPG35S amine) and fluorescent dPGS indocarbocyanine (ICC) dye conjugates. These polymer conjugates, based on a biocompatible dendritic polyglycerol scaffold, exhibit a high affinity to inflamed tissue in vivo and represent promising candidates for therapeutic and diagnostic applications. By utilizing a one-step sequential copolymerization approach, dendritic polyglycerol (Mn ≈ 4.5 kDa) containing 9.4% N-phthalimide protected amine functionalities was prepared on a large scale. Sulfation and simultaneous radio labeling with 35SO3 pyridine complex, followed by cleavage of the N-phthalimide protecting groups, yielded dPG35S amine as a beta emitting, inflammation specific probe with free amino functionalities for conjugation. Furthermore, efficient labeling procedures with ICC via iminothiolane modification and subsequent Michael addition of the ...
Hoeksema, B. (2013). Fungia dentigera Leuckart, 1841. Accessed through: World Register of Marine Species at http://www.marinespecies.org/aphia.php?p=taxdetails&id=207347 on 2018-01- ...
Targeted molecular imaging with hyaluronic acid (HA) has been highlighted in the diagnosis and treatment of CD44-overexpressing cancer. CD44, a receptor for HA, is closely related to the growth of cancer including proliferation, metastasis, invasion, and angiogenesis. For the efficient detection of CD44, we fabricated a few kinds of HA-modified MnFe2O4 nanocrystals (MNCs) to serve as specific magnetic resonance (MR) contrast agents (HA-MRCAs) and compared physicochemical properties, biocompatibility, and the CD44 targeting efficiency. Hydrophobic MNCs were efficiently phase-transferred using aminated polysorbate 80 (P80) synthesized by introducing spermine molecules on the hydroxyl groups of P80. Subsequently, a few kinds of HA-MRCAs were fabricated, conjugating different ratios of HA on the equal amount of phase-transferred MNCs. The optimized conjugation ratio of HA against magnetic content was identified to exhibit not only effective CD44 finding ability but also high cell viability through in vitro
30. Dengyou Zhang, Deju Ye, Enguang Feng, Jinfang Wang, Jianmei Shi, Hualiang Jiang, and Hong Liu. Highly alpha-Selective Synthesis of Sialyl Spirohydantoins by Regiospecific Domino Condensation/O®N Acyl Migration/N-Sialylation of Carbodiimides with Peracetylated Sialic Acid. J. Org. Chem. 2010, 75, 3552-3557.. 29. Lei Zhang, Deju Ye, Yu Zhou, Guannan Liu, Enguang Feng, Hualiang Jiang, and Hong Liu. Regioselective Synthesis of 3-Benzazepinones and Unexpected 5-Bromo-3-benzazepinones. J. Org. Chem. 2010, 75, 3671-3677.. 28. Xu Zhang, Yu Zhou, Hengshuai Wang, Diliang Guo, Deju Ye, Yungen Xu, Hualiang, Jiang, and Hong Liu. Silver-catalyzed intramolecular hydroamination of alkynes in aqueous media: efficient and regioselective synthesis for fused benzimidazoles. Green Chem. 2011, 13, 397-405.. 27. Deju Ye, Jinfang Wang, Dengyou Deng, Enguang Feng, Hualiang Jiang, and Hong Liu. Advances in O-Sialylation. Progress in Chemistry 2010, 22, 91-100.. 26. Xu Zhang, Yu Zhou, Hengshuai Wang, Diliang Guo, ...
TY - JOUR. T1 - Mechanistic Model for Enantioselective Intramolecular Alkene Cyanoamidation via Palladium-Catalyzed C-CN Bond Activation. AU - Frost, Grant B.. AU - Serratore, Nicholas A.. AU - Ogilvie, Jodi M.. AU - Douglas, Christopher J.. N1 - Funding Information: We thank National Institutes of Health for funding this work (R01 GM095559). We thank Prof. Steve Kass (UMN) for constructive feedback.. PY - 2017/4/7. Y1 - 2017/4/7. N2 - We studied key aspects of the mechanism of Pd-catalyzed C-CN bond activation and intramolecular enantioselective alkene cyanoamidation. An Abboud-Abraham-Kamlet-Taft (AAKT) linear solvation energy relationship (LSER) model for enantioselectivity was established. We investigated the impact of Lewis acid (BPh3), Lewis base (DMPU), and no additives. BPh3 additive led to diminished enantioselectivity and differing results in 13CN crossover experiments, initial rate kinetics, and natural abundance 12C/13C kinetic isotope effect measurements. We propose two catalytic ...
Nowadays, biodiesel has become more attractive in the quest for a novel fuel source due to its environmental benefits and the biodegradable properties. Transesterification of Helianthus annuus (sunflower) seeds oil is one of methodsacci for producing biodiesel fuel. However, during this process, the impurities are frequently found in the synthesized biodiesel which degrades the quality of biodiesel. Therefore, a proper catalyst is required to obtain the high-quality biodiesel. In this study, a series of aminated polyethersulfone (PES- $$\mathrm{NH}_2$$ ) membranes was prepared as solid support for immobilized Mucor miehei lipase. Glutaraldehyde was used as a cross-linker agent in immobilization process to investigate the effect of spacer toward biodiesel production. Based on elemental analysis, lipase was successfully attached onto PES-
TY - JOUR. T1 - Concerning the mechanism of the FeCl3-catalyzed α-oxyamination of aldehydes. T2 - Evidence for a non-SOMO activation pathway. AU - Van Humbeck, Jeffrey F.. AU - Simonovich, Scott P.. AU - Knowles, Robert R.. AU - MacMillan, David W.C.. N1 - Copyright: Copyright 2010 Elsevier B.V., All rights reserved.. PY - 2010/7/28. Y1 - 2010/7/28. N2 - The mechanism of a recently reported aldehyde α-oxyamination reaction has been studied using a combination of kinetic, spectrometric, and spectrophotometric techniques. Most crucially, the use of a validated cyclopropane-based radical-clock substrate has demonstrated that carbon-oxygen bond formation occurs predominantly through an enamine activation manifold. The mechanistic details reported herein indicate that, as has been proposed for previously studied alcohol oxidations, complexation between TEMPO and a simple metal salt leads to electrophilic ionic reactivity.. AB - The mechanism of a recently reported aldehyde α-oxyamination reaction ...
A supported catalyst used for synthesizing a polyether amine, and a manufacturing method of the catalyst. The catalyst comprises: a porous oxide as a support; Ni, Cu, Pd, and Rh as active components; and one or more of any of Zr, Cr, Mo, Fe, Zn, Sn, Bi, Ce, La, Hf, Sr, Sb, Mg, Be, Re, Ta, Ti, Sc, Ge and related metals as an auxiliary agent. The catalyst can be used in an amination reaction for a large molecular weight polyether polyol, and is particularly active and selective for an amination reaction of a low molecular weight polyether polyol. The catalyst has a simple and economic manufacturing technique and good potential for future applications.
Functionalized nitrogen and oxygen heterocycles are an abundant class of compounds found throughout nature and the chemical industry. Their frequent use in biologically active molecules and as ligands for the metals involved in asymmetric catalysis has made these compounds attractive synthetic targets. The research that follows describes my contributions to alkene and allene difunctionalization catalyzed by copper(II) in the preparation of functionalized pyrrolidines and tetrahydrofurans. In chapter 1 a brief review of the current carboaminaiton literature is given before a new copper(II)-catalyzed carboamination reaction that gives 6-Azabicyclo[3.2.1]octanes is discussed. These bridged bicyclic products are formed in a single step from N-sulfonyl-2-aryl-4-pentenamines. Over a range of sulfonyl protecting groups and aryl substituents, the resulting heterocycles were generally formed in good yields with good to excellent enantiomeric excess (ee). Both substrate desymmeterization and reaction ...
Catalytic Hydroamination of Alkynes and Alkenes. Zhi-Yong,Han 14.Nov.,2009. Introduction Mechanistic Aspects Selected Reactions Involving Hydroamination. 1. Introduction. Problems:. slightly exothermic. but. a high reaction barrier. entropically negative. Amines: nucleophilic Slideshow 4750702 by idania
My commentary on this hydrogenation? That yield is awfully low. Using phenylacetone as a guide, one should be expecting a yield around 300 grams of ephedrine. Whats up? Check out the amount of methylamine used. There are about two moles of the phenylacetone derivative, but they dont even use one mole of methylamine. It should be the other way around, an excess of methylamine. Perhaps this is how they only get l-ephedrine from the phenylacetone derivative. In any case, Id much rather have 300 grams of racephedrine than 110 grams of 1-ephedrine. My thoughts are that one would be better served just going to Chapter Eleven, and just plug in this phenylacetone derivative for the regular phenylacetone. That means two or three moles of methylamine for each mole of phenylacetone, alcohol as solvent, and a bit more platinum catalyst in the mixture ...
Rosa Llusar Barelles nace en Almenara (Castellón). En 1983 se licencia en Químicas por la Universidad de Valencia obteniendo el premio extraordinario de licenciatura. Su investigación doctoral se centra en la química de sulfuros de molibdeno y wolframio y se doctora por la Universidad de Valencia en 1987 y por la Universidad de Texas A&M (EE. UU) en 1988 bajo la dirección del profesor F. Albert Cotton. Después de trabajar durante tres años como técnico superior en la sección de investigación y desarrollo de una planta de producción de caprolactama en Castellón, realiza una estancia posdoctoral de un año (1992) con el profesor John D. Corbett en el Ames Laboratory (Iowa State University, EE. UU) investigando nuevas fases sólidas de haluros reducidos de tierras raras. En 1993 accede a una plaza de profesora interina en el Departamento de Ciencias Experimentales de la Universidad Jaume I de Castellón, en 1995 pasa a ser profesora Titular de Química Física y en 2009 Catedrática de ...
Qilei Zhu, David E. Graff, Robert R. Knowles:. https://pubs.acs.org/doi/10.1021/jacs.7b11144. ABSTRACT: Here we report a catalytic method for the intermolecular anti-Markovnikov hydroamination of unactivated alkenes using primary and secondary sulfonamides. These reactions occur at room temperature under visible light irradiation and are jointly catalyzed by an iridium(III) photocatalyst, a dialkyl phosphate base, and a thiol hydrogen atom donor. Reaction outcomes are consistent with the intermediacy of an N-centered sulfonamidyl radical generated via proton-coupled electron transfer activation of the sulfonamide N-H bond. Studies outlining the synthetic scope (,60 examples) and mechanistic features of the reaction are presented.. ...
TY - JOUR. T1 - Carbohydrate-functionalized collagen matrices. T2 - design and characterization of a novel neoglycosylated biomaterial. AU - Russo, Laura. AU - Gautieri, Alfonso. AU - Raspanti, Mario. AU - Taraballi, Francesca. AU - Nicotra, Francesco. AU - Vesentini, Simone. AU - Cipolla, Laura. N1 - Copyright © 2013 Elsevier Ltd. All rights reserved.. PY - 2014/5/7. Y1 - 2014/5/7. N2 - Collagen matrices have been neoglycosylated with lactose by reductive amination at lysine side chains. AFM analysis highlights that the chemical does not affect molecular assembly into fibrils. Moreover, ELLA biochemical assays show that the glycan moiety is efficiently exposed on the matrix surface for receptor recognition.. AB - Collagen matrices have been neoglycosylated with lactose by reductive amination at lysine side chains. AFM analysis highlights that the chemical does not affect molecular assembly into fibrils. Moreover, ELLA biochemical assays show that the glycan moiety is efficiently exposed on the ...
Functionalization of MCM-41 via the reaction of its surface silanols with proper agents yielded aminated and phosphinated materials, which were characterized and used to immobilize rhodium complex. These rhodium complex materials exhibited excellent performance in the hydrogenation of arenes under mild reaction conditions of 45°C and 1 atm. © 2001 Elsevier Science B.V ...
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Research in the Widenhoefer group is directed toward the development and mechanistic analysis of new organotransition metal-catalyzed transformations for application in the synthesis of functionalized organic molecules. In particular, our group has a long-standing interest in the functionalization of C-C multiple bonds with carbon and heteroatom nucleophiles catalyzed by electrophilic late transition metal complexes, with a recent focus on the synthetic and mechanistic aspect of gold(I) pi-activation catalysis. Current areas of inquiry include the following: 1) Gold(I) and Pt(II)-catalyzed hydroamination of alkenes an allenes. 2) Gold(I)-catalyzed dehydrative amination of underivatized allylic alcohols. 3) Synthesis and study of cationic, two-coordinate gold pi-complexes. 4) Evaluating the role of bis(gold) complexes in gold pi-activation catalysis. More detailed descriptions of these research projects can be found at our group web page.. ...
Research in the Widenhoefer group is directed toward the development and mechanistic analysis of new organotransition metal-catalyzed transformations for application in the synthesis of functionalized organic molecules. In particular, our group has a long-standing interest in the functionalization of C-C multiple bonds with carbon and heteroatom nucleophiles catalyzed by electrophilic late transition metal complexes, with a recent focus on the synthetic and mechanistic aspect of gold(I) pi-activation catalysis. Current areas of inquiry include the following: 1) Gold(I) and Pt(II)-catalyzed hydroamination of alkenes an allenes. 2) Gold(I)-catalyzed dehydrative amination of underivatized allylic alcohols. 3) Synthesis and study of cationic, two-coordinate gold pi-complexes. 4) Evaluating the role of bis(gold) complexes in gold pi-activation catalysis. More detailed descriptions of these research projects can be found at our group web page.. ...
Abstract Phenylacetoacetonitrile APAAN is one of the most important preprecursors for amphetamine production in recent years. This assumption is based on seizure data but there is little analytical data available showing how much amphetamine really originated from APAAN. In this study, several syntheses of amphetamine following the Leuckart route...
alpha-Galactosidase from tomato has been immobilized on Sepabead EC-EA and Sepabead EC-HA, which were activated with ethylendiamino and hexamethylenediamino groups, respectively. Two strategy was used for the covalent immobilization of alpha-galactosidase on the aminated Sepabeads: covalent immobilization of enzyme on glutaraldehyde activated support and cross-linking of the adsorbed enzymes on to the support with glutaraldehyde. By using these two methods, all the immobilized enzymes retained very high activity and the stability of the enzyme was also improved. The obtained results showed that, the most stable immobilized alpha-galactosidase was obtained with the second strategy. The immobilized enzymes were characterized with respect to free counterpart. Some parameters effecting to the enzyme activity and stability were also analyzed. The optimum temperature and pH were found as 60 degrees C and pH 5.5 for all immobilized enzymes, respectively. All the immobilized alpha-galactosidases were ...
Another strained ring system that we were interested in functionalizing was [1.1.0]Bicyclobutane for the synthesis of cyclobutylated amines. After attempts to functionalize bicyclobutane failed, we realized that we would need an anchoring group that was attached directly to bicyclobutane to make this reaction feasible. A reaxys search revealed that substituted phenylsulfonylbicyclobutanes could be aminated under high temperature in a neat mixture. Since we believed that a method to directly append cyclobutanes onto amines would be of value, we sought out to explore ways to make this reaction broadly applicable. We started by reasoning that placement of EWGs on the phenyl ring would increase the reactivity of the central bond which could allow for milder conditions which would hopefully lead to a broad substrate scope. After synthesizing a range of substituted phenylsulfonylbicyclobutanes, we chose to move forward with the 3,5-difluoro derivative because it offered a nice balance between ...
Another strained ring system that we were interested in functionalizing was [1.1.0]Bicyclobutane for the synthesis of cyclobutylated amines. After attempts to functionalize bicyclobutane failed, we realized that we would need an anchoring group that was attached directly to bicyclobutane to make this reaction feasible. A reaxys search revealed that substituted phenylsulfonylbicyclobutanes could be aminated under high temperature in a neat mixture. Since we believed that a method to directly append cyclobutanes onto amines would be of value, we sought out to explore ways to make this reaction broadly applicable. We started by reasoning that placement of EWGs on the phenyl ring would increase the reactivity of the central bond which could allow for milder conditions which would hopefully lead to a broad substrate scope. After synthesizing a range of substituted phenylsulfonylbicyclobutanes, we chose to move forward with the 3,5-difluoro derivative because it offered a nice balance between ...
This work concerns a new technique to post-modify the catalytic material intended for use in H2O2 direct synthesis. The catalyst chosen was a commercially available 1 wt.% Pd/C. The catalyst was modified with the so-called Catalyst Wet Pretreatment Method (CWPM) that is used to post-modify prepared catalysts with aqueous solutions of NaBr, in different concentrations. The performance of pristine and the pretreated materials were then compared in the H2O2 direct synthesis and characterized before and after the catalytic tests in order to understand the role of the different concentrations of bromide in the CWPM procedure. The surface features of the different catalysts were analyzed with CO chemisorption (metal dispersion and mean particle size), Transmission Electron Microscopy (TEM, for Pd morphology and Pd particle size distributions), Inductive Coupled Plasma (ICP, for Pd content) and Ion Chromatography (IC, for bromide content). Various features of the materials prepared with the CWPM were ...
In this study, immobilized COX-2 was successfully constructed through glutaraldehyde-mediated covalent coupling on functional silica gel microspheres. The optimum conditions, properties, and morphological characteristics of the immobilized COX-2 were investigated. The optimal immobilization process was as follows: about 0.02 g of aminated silica gel microspheres was activated by 0.25% GA solution for 6 h and mixed with 5 U of free recombinant COX-2 solution. Then, the mixture was shaken for 8 h at 20 °C. Results showed that the immobilized COX-2 produced by this method exhibited excellent biocatalytic activity, equivalent to that of free COX-2 under the test conditions employed. The best biocatalytic activity of immobilized COX-2 appeared at pH 8.0 and still maintained at about 84% (RSD < 7.39%, n = 3) at pH 10.0. For temperature tolerance, immobilized COX-2 exhibited its maximum biocatalytic activity at 40 °C and about 68% (RSD < 6.99%, n = 3) of the activity was maintained at 60 °C. The
TY - JOUR. T1 - Versatile protein-a coated photoelectric immunosensors with a purple-membrane monolayer transducer fabricated by affinity-immobilization on a graphene-oxide complexed linker and by shear flow. AU - Wu, Hsueh Hsia. AU - Liao, Xin Quan. AU - Wu, Xin Ying. AU - Lin, Cheng De. AU - Jheng, Kai Ru. AU - Chen, Hong Ren. AU - Wang, Yong Yi. AU - Chen, Hsiu Mei. PY - 2018/12/1. Y1 - 2018/12/1. N2 - Bacteriorhodopsin-embedded purple membranes (PM) have been demonstrated to be a sensitive photoelectric transducer for microbial detection. To efficiently prepare versatile BR-based immunosensors with protein A as antibody captures, a large, high-coverage, and uniformly oriented PM monolayer was fabricated on an electrode as an effective foundation for protein A conjugation through bis-NHS esters, by first affinity-coating biotinylated PM on an aminated surface using a complex of oxidized avidin and graphene oxide as the planar linker and then washing the coating with a shear flow. Three ...
Solid-phase carrier for aminated oligonucleotide | Carrier for undifferentiated cell culture and subculture method thereof | Lubricant coating for laser printer wiper blades | Fast curing adhesive useful for bonding to glass | Hot melt ink |
A method for synthesizing condensed quinolines by using NaH catalyzed A mixture of substituted methyl quinolines and Various aromatic aldehydes in the..
Novel 3-O-1,2;5,6-di-O-isopropylidene-alpha-D-glueofuranose] and 3-O-D-glucose] derivatives with an iminodiacetate (N,O,O), a histidinate, and an N-(acetetyl)picolylamine (N,N,O) chelating system for tridentate coordination of the organometallic M(CO)(3)-fragment (M = Tc, Re) have been prepared. The chelates were introduced and assembled through reductive amination starting from 3-O-1,2;5,6-di-O-isopropylidene-alpha-D-glucofuranose]-acetaldehyde. After deprotection, the pyranose derivatives were reacted with the precursor NEt4](2)ReBr3(CO)(3)] to afford the corresponding organometallic complexes in yields between 54% and 94%. The NMR, MS, and IR analyses corroborated the tridentate coordination of the organometallic metal center exclusively via the synthetic chelates. In the case of the N-(acetyl)picolylamine derivative, the coordinative properties were further confirmed by X-ray structure analysis of the first Re(CO)(3)-D-glucofuranose complex. All glucose complexes unveiled good stability and ...
The syntheses of two chromophore-appended dipicolylamine-derived ligands and their reactivity with pentacarbonylchlororhenium have been studied. The resultant complexes each possess the fac-Re(CO)3 core. The ligands L1 1-[bis(pyridine-2-ylmethyl)amino]methylpyrene and L2 2-[bis(pyridine-2-ylmethyl)amino]methylquinoxaline were isolated via a one-pot reductive amination in moderate yield. The corresponding rhenium complexes were isolated in good yields and characterised by 1H NMR, MS, IR and UV-Vis studies. X-Ray crystallographic data were obtained for fac-{Re(CO)3( L1)}(BF4), C34H26BF4N4O3Re: monoclinic, P2(1)/c, a = 18.327(2) , = 90.00°, b = 14.1537(14) , = 96.263(6)°, c = 23.511(3) , = 90.00°, 6062.4(11) 3, Z = 8. The luminescence properties of the ligands and complexes were also investigated, with the emission attributed to the appended chromophore in each case. Isothermal titration calorimetry suggests that fac-{Re(CO)3( L1)}(BF4) self-aggregates cooperatively in aqueous solution, probably ...
PROBLEM TO BE SOLVED: To provide a polyamine useful as a diamine component of a polymer and a method for efficiently and inexpensively obtaining the polyamine. SOLUTION: The alicyclic polyamines are represented by the following formula (1): (Wherein, Y 1 represents a saturated aliphatic hydrocarbon group, and R 1 to R 4 is the same or different and represents a hydrogen atom, an alkyl group, a cycloalkyl group, an aryl group, or an aralkyl group). Alicyclic polyamines can be obtained by reductive amination of 3-formylcycloalkanones or 3-formylcycloalkenones.
2-Oxocarboxylic acids, also called 2-oxo acids and alpha-keto acids, are the most elementary set of metabolites that includes pyruvate (2-oxopropanoate), 2-oxobutanoate, oxaloacetate (2-oxosuccinate) and 2-oxoglutarate. This diagram illustrates the architecture of chain extension and modification reaction modules for 2-oxocarboxylic acids. The chain extension module RM001 is a tricarboxylic pathway where acetyl-CoA derived carbon is used to extend the chain length by one. The chain modification modules RM002 (including RM032) and RM033, together with a reductive amination step (RC00006 or RC00036), generate basic and branched-chain amino acids, respectively. The modification module RM030 is used in the biosynthesis of glucosinolates, a class of plant secondary metabolites, for conversion to oxime followed by addition of thio-glucose moiety. Furthermore, the chain extension from 2-oxoadipate to 2-oxosuberate is followed by coenzyme B biosynthesis in methonogenic archaea ...
2-Oxocarboxylic acids, also called 2-oxo acids and alpha-keto acids, are the most elementary set of metabolites that includes pyruvate (2-oxopropanoate), 2-oxobutanoate, oxaloacetate (2-oxosuccinate) and 2-oxoglutarate. This diagram illustrates the architecture of chain extension and modification reaction modules for 2-oxocarboxylic acids. The chain extension module RM001 is a tricarboxylic pathway where acetyl-CoA derived carbon is used to extend the chain length by one. The chain modification modules RM002 (including RM032) and RM033, together with a reductive amination step (RC00006 or RC00036), generate basic and branched-chain amino acids, respectively. The modification module RM030 is used in the biosynthesis of glucosinolates, a class of plant secondary metabolites, for conversion to oxime followed by addition of thio-glucose moiety. Furthermore, the chain extension from 2-oxoadipate to 2-oxosuberate is followed by coenzyme B biosynthesis in methonogenic archaea ...
... is the process by which an amine group is introduced into an organic molecule. This type of reaction is important ... Amination can occur in a number of ways including reaction with ammonia or another amine such as an alkylation, reductive ... In electrophilic amination, the amine as the nucleophile react with another organic compound as the electrophile. This sense of ... Acid-catatlyzed hydroamination Many alkyl amines are produced industrially by the amination of alcohols using ammonia in the ...
... (also known as reductive alkylation) is a form of amination that involves the conversion of a carbonyl ... ISBN 1-57259-153-6. Current methods for reductive amination Industrial reductive amination at BASF (CS1 French-language sources ... A step in the biosynthesis of many α-amino acids is the reductive amination of an α-ketoacid, usually by a transaminase enzyme ... This approach, known as direct reductive amination (Borch reaction), employs reducing agents that only react slowly (or not at ...
Other electron-deficient, sp3 amination reagents react by similar mechanisms to give substitution products. In aminations ... Electrophilic amination is a chemical process involving the formation of a carbon-nitrogen bond through the reaction of a ... Intramolecular amination is possible, and has been used to prepare small and medium rings. In the example below, deprotonation ... The electrophilic amination of enolates yields α-amino carbonyl compounds. When chiral oxazolidinones are used in conjunction ...
Although the scope of the Buchwald-Hartwig amination has been expanded to include a wide variety of aryl and amine coupling ... A Case Study on the Origins of Competing Reduction in the Palladium-Catalyzed Amination of Aryl Halides", J. Am. Chem. Soc., ... In organic chemistry, the Buchwald-Hartwig amination is a chemical reaction for the synthesis of carbon-nitrogen bonds via the ... 3.0.co;2-l Hartwig, J.F. (2008), "Evolution of a Fourth Generation Catalyst for the Amination and Thioetherification of Aryl ...
doi:10.1016/S0040-4039(00)83958-1. Erdik, E.; Ay, M. (1989). "Electrophilic amination of carbanions". Chemical Reviews. 89 (8 ... can behave as an electrophile at the nitrogen atom and react with a nucleophile as for example in the electrophilic amination ...
The rate of amination for three azoles proceeds quickest to slowest as follows: 1-methylbenzimidazole > 1-methylnaphth-[2,3-d] ... Amination Chichibabin, A. E.; Zeide, O. A. (1914). "New Reaction for Compounds Containing the Pyridine Nucleus". Zhur. Russ. ... The following is the overall form of the general reaction: The direct amination of pyridine with sodium amide takes place in ... For thermodynamically controlled additions, the rate of amination is related to the stability of the σ-adduct. Ease of hydride ...
Huber, Claudia; Günter Wächtershäuser (February 2003). "Primordial reductive amination revisited". Tetrahedron Letters. 44 (8 ...
Fernandez, E.; Maeda, K.; Hooper, M.W.; Brown, J.M. (2000). "Catalytic Asymmetric Hydroboration/Amination and Alkylamination ... "Catalytic asymmetric hydroboration-amination". Chemical Communications (2): 173. doi:10.1039/A606827H. ...
Amination of poly(styryl)lithium". Macromolecules. 19 (5): 1291-1294. Bibcode:1986MaMol..19.1291Q. doi:10.1021/ma00159a001. ...
Jeffrey, Jenna L.; Sarpong, Richmond (2013). "Intramolecular C(sp3)-H amination". Chemical Science. 4 (11): 4092. doi:10.1039/ ...
Alcohol aminations are among the most commonly utilized borrowing hydrogen processes. In reactions of this type, alcohol ... Homogenous catalysts for alcohol amination based on rhodium and ruthenium were developed by Grigg and Watanabe in 1981. The ... Nitroaromatics can also participate as amine precursors in borrowing hydrogen-type alcohol aminations. The formation of carbon- ... Hamid MH, Slatford PA, Williams JM (2011). "The Catalytic Amination of Alcohols". ChemCatChem. 3 (12): 1853-1864. doi:10.1002/ ...
"Aniline synthesis by amination (Arylation)". McMurry, John E. (1992), Organic Chemistry (3rd ed.), Belmont: Wadsworth, ISBN 0- ...
"Photoelectrocatalytic arene C-H amination". Nature Catalysis. 2 (4): 366-373. doi:10.1038/s41929-019-0231-9. PMC 6459354. PMID ...
Reductive amination Forster, Martin Onslow (1899). "XCI.-Influence of substitution on specific rotation in the bornylamine ...
Kumar A, Sharma S, Maurya RA (2010). "Single Nucleotide-Catalyzed Biomimetic Reductive Amination". Advanced Synthesis and ...
Hegedus, Louis S.; Allen, Gary F.; Waterman, Edward L. (1976-04-01). "Palladium assisted intramolecular amination of olefins. A ... "Palladium-assisted intramolecular amination of olefins. Synthesis of nitrogen heterocycles". Journal of the American Chemical ...
... chemoselective amination via silver catalysis". Journal of the American Chemical Society. 135 (46): 17238-17241. doi:10.1021/ ... tunable silver-catalyzed C-H amination". Journal of the American Chemical Society. 136 (48): 16720-16723. doi:10.1021/JA5094309 ... and enantioselective C-H amination reactions. 2013 Sloan Research Fellow 2013 National Science Foundation CAREER Award 2013 ...
DNA From The Beginning, section 6: Genes are real things., "Amination" section, final slide Ramel, Gordon. "Spider Silk". ...
"Palladium-catalyzed Deoxygenative Amination Of Phenols". Science Trends. 2017-12-04. Retrieved 2020-04-17. Xia, Wen-Sheng; ... the direct amination of phenol derivatives. and the fluorescence enhancement due to self-assembling in solution. Reactions in ...
X-Factor #87: "The X-Amination". Marvel Comics. Son of M #2. Marvel Comics. Son of M #6. Marvel Comics. X-Factor Vol 3 #7. ...
Ji, S.J. (2014). "I2/TBHP-Catalyzed Chemoselective Amination of Indoles". Org. Lett. 16: 3094-3097. Kirsch, S.F. (2015). " ... "Copper-Catalyzed Radical Methylation/C-H Amination/Oxidation Cascade for the Synthesis of Quinazolinones". The Journal of ...
This ligand has been utilized in multiple reactions including the amination of a range of aryl halides and triflates as well as ... XPhos supports Pd-based catalysts for amination and amidation of arylsulfonates and aryl halides. XPhos has also been used in ... BrettPhos has been evaluated for the Pd-catalyzed amination of aryl mesylates and aryl halides. Pd-BrettPhos complexes catalyze ... They have proved useful in Buchwald-Hartwig amination and etherification reactions as well as Negishi cross-coupling, Suzuki- ...
Ozonolysis of elemicin followed by reductive amination. Ester reduction of Eudesmic acid's methyl ester followed by ...
... and α-amination… [reactions] of carbonyl compounds. In the literature, this reaction has been referred to by different names: [ ...
Klages, Claus-Peter; Alena Hinze; Peter Willich; Michael Thomas (2010). "Atmospheric-Pressure Plasma Amination of Polymer ...
Johnson, Jeffrey S.; Berman, Ashley M. (2005-07-01). "Nickel-Catalyzed Electrophilic Amination of Organozinc Halides". Synlett ...
Subsequently, he developed the first proline-catalyzed Mannich, Michael, and α-amination reactions. He found asymmetric ... List, Benjamin (30 April 2002). "Direct Catalytic Asymmetric α-Amination of Aldehydes". Journal of the American Chemical ...
doi:10.1016/s0957-4166(03)00429-4. Müller, Thomas E.; Beller, Matthias (1998). "Metal-Initiated Amination of Alkenes and ... Koller, J.; Bergman, R.G. (2010). "Highly Efficient Aluminum-Catalyzed Hydro-amination/-hydrazination of Carbodiimides". ... catalytic amination of monoolefins". J. Mol. Catal. 49: 235-259. doi:10.1016/0304-5102(89)85015-1. Johns, A.M.; Sakai, N.; ...
Paradine, SM & White, MC (2012). "Iron-Catalyzed Intramolecular Allylic C-H Amination". Journal of the American Chemical ... most recent being the White catalyst's dehydrogenative Diels-Alder reaction and the iron-mediated intramolecular C-H amination ...
Reductive amination of phenylpyruvic acid gives phenylalanine. Phenylpyruvate decarboxylase Phenylpyruvate tautomerase ...
2-amino alcohols bearing N-containing quaternary stereocenters using an intermolecular direct C-H amination of homoallylic ... 2-amino alcohols with N-containing quaternary stereocenters via selenium-catalyzed intermolecular C-H amination† ... 2-amino alcohols with N-containing quaternary stereocenters via selenium-catalyzed intermolecular C-H amination T. Zheng, J. L ... 2-amino alcohols bearing N-containing quaternary stereocenters using an intermolecular direct C-H amination of homoallylic ...
A Cu-catalyzed amination of Grignard reagents using cocatalysis by ZnCl2 is described.. A. M. Berman, J. S. Johnson, J. Org. ... A rhodium-catalyzed amination reaction of aryl halides with amines takes place in the presence of a N-heterocyclic carbene ... Amides are excellent N-sources in the NHC-Pd(II)-Im complex catalyzed amination of aryl chlorides. In the presence of KOtBu, ... A nickel-catalyzed amination of aryl chlorides with diverse amides via C-N bond cleavage provides a broad range of aromatic ...
The Pd/sulfoxide-phosphine-catalyzed highly enantioselective allylic etherification and amination with a wide range of O- and N ... Palladium/sulfoxide-phosphine-catalyzed highly enantioselective allylic etherification and amination† Bin Feng,‡ab Hong-Gang ... The Pd/sulfoxide-phosphine-catalyzed highly enantioselective allylic etherification and amination with a wide range of O- and N ... Palladium/sulfoxide-phosphine-catalyzed highly enantioselective allylic etherification and amination B. Feng, H. Cheng, J. Chen ...
Natural enzymes are not available for this amination reaction and most currently used chemical catalysts are ill-suited for the ...
... by low pressure reductive amination. A mass spectrometric study of some reaction mixtures Forensic Sci Int 1990 45:91-96 ... Attention is paid here to a synthesis of MDMA consisting of a low pressure reductive amination of 3,4-(methylenedioxy) ... "Clandestine manufacture of 3,4-methylenedioxymethylamphetamine (MDMA) by low pressure reductive amination. A mass spectrometric ... "Clandestine manufacture of 3,4-methylenedioxymethylamphetamine (MDMA) by low pressure reductive amination. A mass ...
A parallel reductive amination of heteroaromatic amines has been performed using a combination of ZnCl2-TMSOAc (activating ... A One-Pot Parallel Reductive Amination of Aldehydes with Heteroaromatic Amines. ACS Comb. Sci. , 2014, 16 (8), 375-380 ...
The product from the Buchwald-Hartwig amination of naphthyl bromide with Boc-piperazine was telescoped as a toluene solution ... A Pfizer Case Study: Palladium Removal Using SiliaMetS Thiol After a Buchwald-Hartwig Amination. , back to SiliaMetS Case ... The product from the Buchwald-Hartwig amination of naphthyl bromide with Boc-piperazine was telescoped as a toluene solution ... A Pfizer Case Study: Palladium Removal Using SiliaMetS Thiol After a Buchwald-Hartwig Amination ...
... ... In particular, the Buchwald-Hartwig amination rea , ...
... Scheller PN, Lenz M, Hammer S, Hauer B, ... Scheller, P.N., Lenz, M., Hammer, S., Hauer, B., Nestl, B.M.: Imine Reductase-Catalyzed Intermolecular Reductive Amination of ... P.N. Scheller, et al., "Imine Reductase-Catalyzed Intermolecular Reductive Amination of Aldehydes and Ketones", ChemCatChem, ... Imine Reductase-Catalyzed Intermolecular Reductive Amination of Aldehydes and Ketones. ChemCatChem, 7(20), p 3239-3242. ...
A microwave-assisted amination reaction involving aryltrifluoroborates has been developed. This solvent-free coupling reaction ... Microwave-Assisted Amination of Aryltrifluoroborates. Author(s): George W. Kabalka and Li-Li Zhou Volume 3, Issue 4, 2006 ... A microwave-assisted amination reaction involving aryltrifluoroborates has been developed. This solvent-free coupling reaction ... Kabalka W. George and Zhou Li-Li, Microwave-Assisted Amination of Aryltrifluoroborates, Letters in Organic Chemistry 2006; 3(4 ...
Enantioselective aziridination and amination using p-toluenesulfonyl azide in the presence of Ru(salen)(CO) complex. In: ... Enantioselective aziridination and amination using p-toluenesulfonyl azide in the presence of Ru(salen)(CO) complex. / Omura, ... Omura K, Murakami M, Uchida T, Irie R, Katsuki T. Enantioselective aziridination and amination using p-toluenesulfonyl azide in ... Enantioselective aziridination and amination using p-toluenesulfonyl azide in the presence of Ru(salen)(CO) complex. ...
... The inclusion of an article in this document does not give any indication of safety or operability. ... Typically the B-H amination is employed when the desired carbon-nitrogen bond cannot be formed by a classical SNAr reaction due ... The Buchwald-Hartwig (B-H) amination or coupling reaction is a catalytic reaction widely used for the construction of sp2-N ... en.wikipedia.org/wiki/Buchwald%E2%80%93Hartwig_amination. Chem. Soc. Rev., 2008, 37, 639-647 Palladium and copper-catalysed ...
Palladium catalyzed amination (Buchwald-Hartwig amination) can be performed using a wide variety of palladium sources, ligands ... The Pd Catalyzed Amination Kits are ideal tools for the investigation of cross-coupling reaction conditions. This enables to ...
Chichibabin amination reaction was first of all reported by Chichibabin in 1914. This reaction involves the formation of the ... Chichibabin amination reaction. Pyridine forms 2-aminopyridine when it reacts with sodium amide in boiling inert solvents like ... Chichibabin amination reaction was first of all reported by Chichibabin in 1914. This reaction involves the formation of the ... Chichibabin amination reaction, chichibabin reaction, chichibabin reaction of pyridine, mechanism of chichibabin reaction ...
Mechanism-based reagent design allowed for the C2-selective amination of pyrimidines, opening the new scope of site-selective ... C2-Selective, Functional-Group-Divergent Amination of Pyrimidines by Enthalpy-Controlled Nucleophilic Functionalization. ...
Aspartic-acid oxidation and de-amination. Indian Journal of Medical Research. 1953 Jan; 41(1): 69-84. ...
N2 - One-pot amination of natural monoterpene alcohols was studied over Au/ZrO2 catalyst, focusing on the structure effect of ... AB - One-pot amination of natural monoterpene alcohols was studied over Au/ZrO2 catalyst, focusing on the structure effect of ... One-pot amination of natural monoterpene alcohols was studied over Au/ZrO2 catalyst, focusing on the structure effect of ... Myrtenol amination was explored with a range of aliphatic and aromatic amines, showing that the primary amine structure ...
Application of a Diphosphinidenecyclobutene Ligand in the Solvent Free Copper-catalysed Amination Reactions of Aryl Halides. ... Application of a Diphosphinidenecyclobutene Ligand in the Solvent Free Copper-catalysed Amination Reactions of Aryl Halides ...
Novel examples of simultaneous reductive azo cleavage and oxidative aromatic ring amination in rhodium complexes of 2-(Arylazo) ... Novel examples of simultaneous reductive azo cleavage and oxidative aromatic ring amination in rhodium complexes of 2-(Arylazo) ...
TAL is very reactive at several sites on its structure, namely 2 and 4. This project focuses on C-amination at the C-4 position ... Experimental Methodology of C-amination at the C-4 position of Triacetic Acid Lactone. Undergraduate #182. Discipline: ...
Flow Chemistry (multiphase electrochemical flow, partial oxidations, aminations, esterification, amide reduction). ...
... the most important parameters for the reaction performance of the reductive amination are the concentrations of reactants. ... The homogeneously catalyzed reductive amination of the long-chain aldehyde undecanal with diethylamine was performed in an ... Rh-Catalyzed Reductive Amination of Undecanal in an Aqueous Microemulsion System Using a Non-Ionic Surfactant. ... The homogeneously catalyzed reductive amination of the long-chain aldehyde undecanal with diethylamine was performed in an ...
Evolution of a Fourth Generation Catalyst for the Amination and Thioetherification of Aryl Halides ... Evolution of a Fourth Generation Catalyst for the Amination and Thioetherification of Aryl Halides. ...
by two times reductive amination of L-configuration were excellent in every. * Post author By gasyblog ... by two times reductive amination of L-configuration were excellent in every cases probed because of the favorable impact from ...
... conjugated to 20 μg of CRM197 by reductive amination. The recommended primary series is three doses administered at ages 2, 4, ...
Coupling and Regulation of Porous Carriers Using Plasma and Amination to Improve the Catalytic Performance of Glucose Oxidase ... Data_Sheet_1_Coupling and Regulation of Porous Carriers Using Plasma and Amination to Improve the Catalytic Performance of ... Data_Sheet_1_Coupling and Regulation of Porous Carriers Using Plasma and Amination to Improve the Catalytic Performance of ... Coupling and Regulation of Porous Carriers Using Plasma and Amination to Improve the Catalytic Performance of Glucose Oxidase ...
  • A mild Fe-mediated intermolecular C-H amination of arenes with a highly electrophilic aminating reagent provides unprotected N -methylanilines. (organic-chemistry.org)
  • A facile and practical copper powder-catalyzed Ullmann amination of aryl halides with aqueous methylamine and other aliphatic primary amines under organic solvent- and ligand-free condition at 100 C and in air gave N -arylamines as sole products in very good yields. (organic-chemistry.org)
  • The product from the Buchwald-Hartwig amination of naphthyl bromide with Boc-piperazine was telescoped as a toluene solution and the Boc protecting group was subsequently cleaved with HCl gas to afford the HCl salt containing over 1,300 ppm Pd. (silicycle.com)
  • Palladium catalyzed amination (Buchwald-Hartwig amination) can be performed using a wide variety of palladium sources, ligands, bases and solvents. (hepatochem.com)
  • Natural enzymes are not available for this amination reaction and most currently used chemical catalysts are ill-suited for the functionalization of complex molecules. (natureasia.com)
  • A microwave-assisted amination reaction involving aryltrifluoroborates has been developed. (eurekaselect.com)
  • The Buchwald-Hartwig (B-H) amination or coupling reaction is a catalytic reaction widely used for the construction of sp 2 -N carbon-nitrogen bonds from amines and aryl/heteroaryl halides or sulfonates. (acsgcipr.org)
  • Typically the B-H amination is employed when the desired carbon-nitrogen bond cannot be formed by a classical S N Ar reaction due to low reactivity of the aryl/heteroaryl coupling partner. (acsgcipr.org)
  • From an environmental perspective, the B-H amination reaction has a number of challenges. (acsgcipr.org)
  • The Pd Catalyzed Amination Kits are ideal tools for the investigation of cross-coupling reaction conditions. (hepatochem.com)
  • Chichibabin amination reaction was first of all reported by Chichibabin in 1914. (chemistnotes.com)
  • This reaction is known as chichibabin amination or chichibabin reaction. (chemistnotes.com)
  • In addition to pressure and temperature, the most important parameters for the reaction performance of the reductive amination are the concentrations of reactants. (tu-berlin.de)
  • In this paper, we report the efficient and regioselective synthesis of 2-aminopyrrole-4-carboxylates as derivatives of conformationally restricted analogues of gamma-amino butyrates (GABA) via a zinc perchlorate catalyzed amination-annulation of alpha-cyanomethyl-beta-ketoesters under mild reaction conditions in water. (metu.edu.tr)
  • By implementing the gas permeable Teflon AF-2400 tube-in-tube system, diffusion of NH3 from aqueous ammonia to reaction mixture for amination can be achieved in a continuous flow fashion. (novartis.com)
  • Bis( N -aryl) substituted oxalamides are effective ligands for promoting CuI-catalyzed aryl amination with less reactive (hetero)aryl chlorides at 120 C with K 3 PO 4 as the base in DMSO to afford a wide range of (hetero)aryl amines in good to excellent yields. (organic-chemistry.org)
  • 2-aminopyridine 1-oxides are effective ligands for Cu-catalyzed amination of less reactive (hetero)aryl chlorides with aliphatic amines. (organic-chemistry.org)
  • A nickel-catalyzed amination of aryl chlorides with diverse amides via C-N bond cleavage provides a broad range of aromatic amines under mild conditions with excellent functional group tolerance at a low catalyst loading. (organic-chemistry.org)
  • A parallel reductive amination of heteroaromatic amines has been performed using a combination of ZnCl 2 -TMSOAc (activating agents) and NaBH(OAc) 3 (reducing agent). (enamine.net)
  • Myrtenol amination was explored with a range of aliphatic and aromatic amines, showing that the primary amine structure affected both the initial dehydrogenation rate and the selectivity to the desired amine. (abo.fi)
  • In this communication, we herein report the use of aqueous ammonia as NH3 source in amination of hetereoaryl chorides to generate primary heteroaryl amines, providing a protocol that is green, economical and safe. (novartis.com)
  • The amines were obtained from galactopyranosides through 2,3-anhydrogulosides that were opened to idosides followed by an oxidation/reductive amination sequence. (lu.se)
  • Reductive amination is one of the most important methods for the synthesis of chiral amines. (araid.es)
  • Aspartic-acid oxidation and de-amination. (who.int)
  • Recent our contribution for the development of chemoselective catalysis, such as conjugate addition, amination/oxidation and oxidative cross coupling, will be presented. (ntu.edu.sg)
  • Goswami, Sreebrata (1999) Novel examples of simultaneous reductive azo cleavage and oxidative aromatic ring amination in rhodium complexes of 2-(Arylazo)pyridine Organometallics, 18 (24). (ias.ac.in)
  • We report a diastereoconvergent synthesis of anti -1,2-amino alcohols bearing N-containing quaternary stereocenters using an intermolecular direct C-H amination of homoallylic alcohol derivatives catalyzed by a phosphine selenide. (rsc.org)
  • Attention is paid here to a synthesis of MDMA consisting of a low pressure reductive amination of 3,4-(methylenedioxy)phenylpropanone with methylamine. (erowid.org)
  • The Pd/sulfoxide-phosphine-catalyzed highly enantioselective allylic etherification and amination with a wide range of O- and N-nucleophiles have been developed (up to 97% yield, 98.5% ee). (rsc.org)
  • R,R)-Ru(salen)(CO) complex (1) was found to catalyze enantioselective aziridination of conjugated terminal olefins and allylic C-H amination of conjugated olefins bearing geminal- and/or trans-substituent(s) in the presence of p-toluenesulfonyl azide. (elsevier.com)
  • Zinc perchlorate catalyzed one-pot amination-annulation of alpha-cyanomethyl-beta-ketoesters in water. (metu.edu.tr)
  • An efficient one-pot procedure for the direct reductive amination of aldehyde and ketones was achieved in the presence of sodium borohydride by using B(OSO₃H)₃/SiO₂(SBSA) as the reusable solid catalyst in acetonitrile and solvent-free conditions. (ias.ac.in)
  • Catalyst-free and protecting group free nucleophilic amination using ammonia represents a green and atom-economical method. (novartis.com)
  • Industrially, aspartate is produced by amination of fumarate catalyzed by L- aspartate ammonia-lyase . (wikipedia.org)
  • reductive amination of α-keto acids with ammonia catalyzed by acid-stable iridium hydride complexes in water[J]. Journal of the American Chemical Society, 2004, 126(10):3 020-3 021. (cnif.cn)
  • The homogeneously catalyzed reductive amination of the long-chain aldehyde undecanal with diethylamine was performed in an aqueous microemulsion system using the non-ionic surfactant Marlophen NP8. (tu-berlin.de)
  • Mechanism-based reagent design allowed for the C2-selective amination of pyrimidines, opening the new scope of site-selective heteroaryl C-H functionalization. (kaist.ac.kr)
  • Now, a biocatalytic amination strategy using a new-to-nature mechanism involving nitrogen-centred radicals has been developed. (nature.com)
  • Bicyclic (myrtenol and nopol, bearing an unconjugated -OH group) and monocyclic (perillyl) alcohols were chosen for aniline amination under comparable conditions. (abo.fi)
  • Surface modification was carried out via a combination of plasma and amination to promote the properties of the catalyzer. (figshare.com)
  • Finally, the obtained crude ortho -ethoxyvinyl benzylamines are cyclized via an intramolecular reductive amination using the combination of triethylsilane/TFA to give the desired N -aryl-1,2,3,4-tetrahydroisoquinolines. (sfb1309.de)
  • One-pot amination of natural monoterpene alcohols was studied over Au/ZrO2 catalyst, focusing on the structure effect of substrates selected based on their pharmaceutical relevance. (abo.fi)
  • Original publications on B-H amination used aminostannanes as coupling partners-it was later demonstrated that the use of organotin derivatives is not required. (acsgcipr.org)
  • We have demonstrated, for the first time, that nitrogen radical undergo strain-release amination with [1.1.1]propellane and that this reactivity can be used for the divergent and single-step assembly of these molecules. (europa.eu)
  • We also demonstrate preparative scale reductive aminations with wild-type and Q240A variant biocatalysts displaying total turnover numbers of up to 32,000 and space-time yields up to 3.73 g l−1 d−1. (araid.es)
  • A rhodium-catalyzed amination of phenols provides diverse anilines, with water as the sole byproduct. (organic-chemistry.org)
  • New Ligands for a General Palladium-Catalyzed Amination of Aryl and Heteroaryl Chlorides. (sigmaaldrich.com)
  • that azetidines such as 33 can be prepared via palladium-catalyzed C-H amination of 32 . (organic-chemistry.org)
  • The basic principles and elementary steps required to understand homogeneous catalysis will be covered using selected examples from a range of important transformation selected from rhodium- and cobalt-catalyzed hydroformylation, rhodium and ruthenium-catalysed hydrogenation, alkene oligomerisation and polymerization, metathesis, isomerization reactions, palladium catalyzed cross couplings and aminations, carbonylation of alkenes, rhodium catalyzed cyclisations and palladium catalyzed oxidation of alkenes. (ncl.ac.uk)
  • 2003. Palladium-catalyzed amination of aryl nonaflates. (innspub.net)
  • Sodium triacetoxyborohydride is a general, mild, and selective reducing agent for the reductive amination of various aldehydes and ketones. (organic-chemistry.org)
  • Trimethyl borate promotes a solvent-free reductive amination of aldehydes and ketones with aliphatic and aromatic amines in very good yields in the presence of ammonia borane as reductant. (organic-chemistry.org)
  • Dibutyltin dichloride catalyzes a direct reductive amination of aldehydes and ketones in the presence of phenylsilane as a stoichiometric reductant. (organic-chemistry.org)
  • One-pot reductive amination of aldehydes and ketones is an important transformation in organic chemistry, and several common reducing agents are available for the direct conversion of carbonyl products into amines. (sigmaaldrich.com)
  • Heterogeneous catalysts comprising nickel oxide, copper oxide, zirconium oxide and molybdenum oxide for the amination of alcohols by means of ammonia and hydrogen are known from EP 0 696 572 A1. (justia.com)
  • Reductive amination , amination of alcohols and aminocarbonylation reactions. (catalysis.de)
  • Ritter, T. Allylic Amination of Alkenes with Iminothianthrenes to Afford Alkyl Allylamines. (mpg.de)
  • These tags are introduced via reductive amination in the presence of an acid catalyst and a reducing agent. (neb.com)
  • The straightforward metalation of MOF secondary building units (SBUs) with cobalt and iron salts affords highly active and reusable single-site solid catalysts for a range of organic reactions, including chemoselective borylation, silylation and amination of benzylic C-H bonds, as well as hydrogenation and hydroboration of alkenes and ketones. (nature.com)
  • Dicyclohexylamine can be produced from the amination of Cyclohexanone by some hydrogenation conditions. (industryarc.com)
  • Reductive amination of (protected) 3-Oxopropanenitrile: Will azetidin-2-ol be formed via intramolecular ring closure? (stackexchange.com)
  • For product 2, if you go for the intramolecular route then the product of a reductive amination should be azetidine. (stackexchange.com)
  • 2) Enantioselective intramolecular benzylic C-H amination of primary aliphatic azides was achieved by using a chiral-at-metal bis(pyridyl-NHC) ruthenium complex in combination with tris(p-fluorophenyl)phosphine (both 1 mol%) to provide a variety of chiral -aryl pyrrolidines with enantioselectivities of up to 99% ee. (uni-marburg.de)
  • 2010). An Aromatic Amination Approach Towards Ancistrocladinium A/B . Synlett , 939-943. (uea.ac.uk)
  • Multiple aromatic amination mediated by a diiron complex. (univ-grenoble-alpes.fr)
  • CH-oxidation, CH-amination, CH-(methyl) alkylation and dehydrogenation reactions. (catalysis.de)
  • The [email protected] and [email protected] MOF materials are highly active and reusable single-site solid catalysts for site-selective sp 3 C-H functionalization reactions, such as undirected benzylic C-H borylation, silylation and amination. (nature.com)
  • These catalysts were used for liquid-phase amination of toluene to toluidines. (akjournals.com)
  • A research team led by Prof. LIU Licheng from the Qingdao Institute of Bioenergy and Bioprocess Technology (QIBEBT) of the Chinese Academy of Sciences (CAS) proposed a two-step amination strategy to regulate the electronic structure of M-N/C catalysts (M=Ni, Fe, Zn) and enhance the intrinsic activity of CO 2 electrocatalytic reduction. (brightsurf.com)
  • To this end, over the past decades, researchers have been reported several studies on reductive amination reaction with several different catalysts, which among them, heterogeneous catalysis are prominent than homogenous catalysis owing to separate and recover capabilities. (ukessays.com)
  • Facile and clean transformation for synthesizing secondary arylamines through one-pot reductive amination of aniline, using aldehyde catalyzed by the supported nickel and poly(vinyl sulfonic acid) on mesoporous carbon CMK-3 (Ni/PVSA/CMK-3) as a novel acid-metal bi-functional heterogeneous catalyst. (ukessays.com)
  • Amination of cyclohexanone, amination of phenol and aniline. (industryarc.com)
  • The desired doubly aminated diaminodiethylene glycol is obtained only in extremely low yields, if at all, in the amination reactions of the abovementioned documents. (justia.com)
  • In the reaction of polyetherols, undesired secondary reactions to form the dimeric secondary amine or polymeric coupling products are observed to a substantial extent in the above-described processes for heterogeneously catalyzed amination. (justia.com)
  • 1 To test the potency of these new ligands, the team of scientists carried out several common cross-coupling reactions: Suzuki, Sonogashira and Buchwald-Hartwig amination ( Figure 1 ). (sigmaaldrich.com)
  • The novel dyes were prepared through by halogenation, oxidation, imidation and amination reactions. (emerald.com)
  • a copper-catalyzed enantioselective amination-Heck-type cascade (e.g. 15 and 16 to 17 ) that is thought to proceed via radical intermediates. (organic-chemistry.org)
  • The method relies on the electrophilic amination of the corresponding stereochemically pure sulfinates with N -alkylhydroxylamine sulfonic acids (in turn easily prepared from N -alkylhydroxylamine and HSO 3 Cl). (enamine.net)
  • Furthermore, this reagent is effective at direct reductive aminations in methanol, water, or even solvent-free conditions ( Scheme 1 ). (sigmaaldrich.com)
  • It is very useful in reductive amination and in the reduction of imines. (silicycle.com)
  • (EN) The present invention is directed to the reduction of an N-imine moiety or a hemiaminal moiety of a morphinan in the presence of a ruthenium, rhodium, or iridium asymmetric catalyst and a hydrogen source. (wipo.int)
  • First, the development of a novel C-H amination strategy using both a Cu(II) Lewis acid and an organic hydrogen atom transfer (HAT) catalyst to activate benzylic C-H bonds adjacent to aromatic azaheterocycles is described. (mit.edu)
  • The chain modification modules RM002 (including RM032 ) and RM033 , together with a reductive amination step ( RC00006 or RC00036 ), generate basic and branched-chain amino acids, respectively. (genome.jp)
  • N-glycans can be enzymatically released PNGase F (Glycerol-free), Recombinant after which they can be derivatized by premethylation or fluorescence labeling (via reductive amination). (neb.com)
  • There are two detached approaches for the reductive amination: the direct approach, which uses the in situ-generated imine, and the indirect approach, which uses the prior isolated imine. (ukessays.com)
  • In our pursuit to develop exogenous fluorescent tracers for real-time monitoring of renal function by optical methods, Nalkylated aminopyrazine dyes and their hydrophilic conjugates based on poly (ethylene glycol) (PEG) were synthesized via reductive amination as the key step. (njit.edu)
  • Ring closing metathesis of D-glucose derived diene-substrate containing nitrogen functionality followed by asymmetric dihydroxylation afforded sugar substituted dihydroxylated pyrrolidines 8a-c which on 1,2-acetonide deprotection and reductive amination afforded putative uniflorine A 2a and its analogues 2b-c, respectively. (ias.ac.in)
  • On the flexibility of the cellular amination network in E. coli. (mpg.de)
  • To enable students to present their Master Thesis in the form of a lecture in front of an ex-amination commission, to defend the findings and to answer questions that may arise in the subsequent discussion. (uibk.ac.at)