Chemicals and DrugsPhenomena and ProcessesDisciplines and OccupationsInformation Science
StereoisomerismCyclizationPalladiumCycloparaffinsIndolizidinesChemistry, OrganicAlkenesMolecular StructurePhosphinesCatalysisSpiro CompoundsKetonesPyransAlkaloidsPyronesBiological ProductsAlkylationMolecular ConformationAldehydesChemistry, InorganicEncyclopedias as TopicAlkadienes
Multiple stereocentersCahn-Ingold-PrelogStereogenic centersQuaternaryCentersChiralityOpticallyCarbonCompoundsEnantiomersAsymmetricBondsPriorityReactionSingleInstallationStepGroupsQuaternary stereocenterContiguous stereocentersChirality centerStereogenicMoleculeEnantioselectiveAtomsCompoundGoodComplexCoreGroup
Multiple stereocenters3
  • A molecule having multiple stereocenters will produce many possible stereoisomers. (wikipedia.org)
  • The stereoisomers produced by the presence of multiple stereocenters can be defined as enantiomers (non-superposable mirror images) and diastereomers (non-superposable, non-identical, non-mirror image molecules). (wikipedia.org)
  • Despite having multiple stereocenters, pseudochiral molecules are ahciral (optically inactive) because the mirror images of both the s and r conformations are identical. (stackexchange.com)
Cahn-Ingold-Prelog1
  • The Cahn-Ingold-Prelog (CIP) system uses R and S designations to define the configuration of atoms about any stereocenter. (wikipedia.org)
Stereogenic centers2
  • Stereocenters are also referred to as stereogenic centers. (wikipedia.org)
  • In compounds whose stereoisomerism is due to tetrahedral (sp3) stereogenic centers, the total number of hypothetically possible stereoisomers will not exceed 2n, where n is the number of tetrahedral stereocenters. (wikipedia.org)
Quaternary2
  • Furthermore, use of non-racemic PHOX ligands allows intermolecular formation of quaternary stereocenters directly from allylic alcohols. (ku.edu)
  • The reaction solvent used in the lactamizarion step gives switchable diastereoselectivity to the fluorinated quaternary stereocenter. (miun.se)
Centers1
  • chirality centers are a specific subset of stereocenters because they can only have sp3 hybridization, meaning that they can only have single bonds. (wikipedia.org)
Chirality3
  • A chirality center (chiral center) is a type of stereocenter. (wikipedia.org)
  • Pseudo chirality simply means that a molecule has two substituents of a stereocenter are mirror images of each other, and the other substituents are either achiral or also mirror images of each other. (stackexchange.com)
  • The supramolecular aggregation led to the formation of the gel, which showed a microscopic chirality controlled by the stereocenter of the sulfur atom in the low-molecular weight gelator molecule. (kth.se)
Optically1
  • Icaridin is a potentially optically active compound, with two stereocenters. (acs.org)
Carbon4
  • a stereocenter is usually but not always a specific atom, often carbon. (wikipedia.org)
  • Assuming that both of these stereocenters are mirror images of one another (as in (1$S$-3$R$)-1,3-dibromo-1,2,3-trichloropropane), would the second carbon also be considered a stereocenter? (stackexchange.com)
  • Super-carbon-chain compounds (SCCCs) are marine organic molecules featuring long polyol carbon chains with numerous stereocenters. (rsc.org)
  • Its planar structure and absolute configuration, containing thirty-five carbon stereocenters, were unambiguously established by a combination of extensive NMR spectroscopic investigations, periodate degradation of the 1,2-diol groups, ozonolysis of the carbon-carbon double bonds, J -based configurational analysis, NOE interactions, modified Mosher's MTPA ester method, and DFT-NMR 13 C chemical-shift calculations aided by DP4+ statistical analysis. (rsc.org)
Compounds1
  • This may not seem like a substantial savings in effort, but when you consider the exploding number of depictions needed to communicate such a mixture when applied to compounds with two, three, four or more stereocenters, simply adding a few labels becomes highly preferable. (chemaxon.com)
Enantiomers1
  • the molecules must have multiple (two or more) stereocenters to be classified as enantiomers or diastereomers. (wikipedia.org)
Asymmetric2
  • A handy and effective method was established to obtain the cis -2,3-dihydrobenzofuranols having three stereocenters, involving asymmetric transfer hydrogenation of benzofuranones via dynamic kinetic resolution. (figshare.com)
  • This reaction has a great scope of forming aza-stereocenters which can be tuned by different asymmetric catalysts. (beilstein-journals.org)
Bonds2
  • stereocenters can contain single bonds or double bonds. (wikipedia.org)
  • Many readers may previously have indicated such uncertainty through the use of all flat, or in some cases wavy, bonds around the stereocenter. (chemaxon.com)
Priority1
  • A designation of R denotes a clockwise direction of substituent priority around the stereocenter, while a designation of S denotes a counter-clockwise direction of substituent priority. (wikipedia.org)
Reaction1
  • The strategy includes a stereoselective vinylogous Mukaiyama aldol reaction (VMAR) using chiral silyl ketene N,O-acetal to construct C6-C7 stereocenters, an E-selective ring closing metathesis to construct a C12-C13 olefin, and stereodivergent construction of a C8-C9 epoxide. (unboundmedicine.com)
Single1
  • The synthesis features an aqueous Claisen-Schmidt condensation followed by the stereocontrolled installation of the three resident stereocenters in a single operation. (rti.org)
Installation1
  • During this talk he will specifically highlight the discovery, scale-up and troubleshooting of an ERED/KRED biocatalytic cascade to enable installation of two exceptionally challenging stereocenters. (acs.org)
Step1
  • We developed synthetic routes for fluorinated antibiotics using engineered enzymes to catalyze a key, stereocenter forming, radical cyclization step intermediate. (ucsb.edu)
Groups2
  • that is, when having at least three different groups bound to the stereocenter, interchanging any two different groups creates a new stereoisomer. (wikipedia.org)
  • A stereocenter can have either four different attachment groups, or three different attachment groups where one group is connected by a double bond. (wikipedia.org)
Quaternary stereocenter1
  • 7. Asymmetric cyclization via memory of chirality: a concise access to cyclic amino acids with a quaternary stereocenter. (nih.gov)
Contiguous stereocenters2
  • The compound has an unprecedented rigid 1,5-butanodecahydronaphthalene core with eight contiguous stereocenters. (chemistryviews.org)
  • The highly-substituted, stereo-congested, five-membered carbocycle containing contiguous stereocenters is one of the most common structural features in many structurally complicated, biologically important natural products [1-7] ( Figure 1 ). (beilstein-journals.org)
Chirality center2
  • A chirality center (chiral center) is a type of stereocenter. (wikipedia.org)
  • A chirality center can be a stereocenter, but a stereocenter is not necessarily a chirality center. (socratic.org)
Stereogenic2
  • Stereocenters are also referred to as stereogenic centers. (wikipedia.org)
  • In compounds whose stereoisomerism is due to tetrahedral (sp3) stereogenic centers, the total number of hypothetically possible stereoisomers will not exceed 2n, where n is the number of tetrahedral stereocenters. (wikipedia.org)
Molecule3
  • A molecule having multiple stereocenters will produce many possible stereoisomers. (wikipedia.org)
  • Like "left" or "right" orientation in chiral objects, what's known as a 3S or 3R orientation is determined by a molecule's stereocenter, a one-atom connection between parts of a molecule, Gao said. (rice.edu)
  • 21R-citrinadin A is a very complicated molecule, with eight stereocenters," Gao said. (rice.edu)
Enantioselective1
  • For diastereo- and enantioselective assembly of the first stereocenters, an auxiliary-controlled MICHAEL addition, developed mainly by ERIC KERSTE, was used. (uni-marburg.de)
Atoms4
  • Configuration is defined as the arrangement of atoms around a stereocenter. (wikipedia.org)
  • The Cahn-Ingold-Prelog (CIP) system uses R and S designations to define the configuration of atoms about any stereocenter. (wikipedia.org)
  • Making use of the symmetry group, the MBCT is then searched for stereocenters (asymmetrically substituted carbon atoms, etc.) to yield the Stereochemical Connection Table (SCT). (nih.gov)
  • All remaining doubly-bonded atoms are potential stereocenters at this stage. (nih.gov)
Compound1
Good1
  • A bit of hindered base, LA and ortho-ester then returns the stereocenter in very good e.e. (organic-chemistry.org)
Complex1
  • Therefore, the synthesis of highly-substituted five-membered carbocycles bearing congested arrays of stereocenters within the polycyclic framework of complex natural products usually require a sophisticated synthetic planning. (beilstein-journals.org)
Core1
  • The concise, collective, and asymmetric total syntheses of four schizozygane alkaloids, which feature a "Pan lid"-like hexacyclic core scaffold bearing up to six continuous stereocenters, including two quaternary ones, are described. (acs.org)
Group1
  • Using the SCT, the symmetry group is modified to recognize the effect of the symmetry operations on these stereocenters. (nih.gov)