Pure enantiomers are essential, for instance, as chiral ligands and for drug discovery. (nature.com)
The majority of chiral phosphines currently used as ligands in asymmetric metal-catalysed transformations are axial-chiral, planar-chiral or C-stereogenic phosphines. (nature.com)
The main advantages of organocatalyzed stereoselective reactions include mild reaction conditions and the use of a sole catalyst without the need of other chiral ligands [4,5] . (beilstein-journals.org)
Asymmetric3
These compounds are used in asymmetric catalysis as chiral Brønsted acids and/or hydrogen-bond donors. (wikipedia.org)
Specifically, we used readily accessible, axially chiral 1,1′-bi-2-naphthol (BINOL)-based phosphoramidites and aryl halides or triflates as starting materials, and Pd-catalysed cross-coupling for asymmetric C-P bond formation. (nature.com)
The chiroptical properties of enantiopure complexes and their catalytic applications in asymmetric oxidative coupling of 2‐naphthol to chiral 1,1'‐Bi‐2‐naphthol (BINOL) achieved in good yield and ee were discussed. (jyu.fi)
Phosphorus6
However, despite the importance of chiral phosphorus compounds, a major disadvantage to their use is that expensive and complicated synthetic routes are needed to access them and stereoselectivity is often poor. (nature.com)
We developed a general strategy for preparing chiral phosphorus compounds that have a stereocentre at the phosphorus atom, so called P-chirogenic phosphorus compounds (Fig. 1 ). (nature.com)
Key to the success of our approach is the axial-to-central transfer of chirality from the BINOL structure to the phosphorus atom during the catalytic cross-coupling event. (nature.com)
We discovered that the C-P bond formation shows high chemoselectivity with a variety of aryl halides and excellent stereocontrol in the formation of the new phosphorus stereocentre, which is attributed to the fixed stereochemistry of the BINOL unit. (nature.com)
The ready access to both mirror image forms (enantiomers) of the starting material and the easy recycling of the BINOL auxiliary group adds to the practicality of our method for generating P-chirogenic phosphorus compounds. (nature.com)
The flexibility of the method is demonstrated by the fact that distinct stereoisomers of chiral phosphorus compounds can be formed by simply changing the order of steps in the synthetic sequence. (nature.com)
Compounds2
Fig. 1: Stereoselective C-P coupling of a phosphoramidite and an aryl halide or triflate to produce useful P-chiral compounds. (nature.com)
A bis(imidazoline)-phosphoric acid catalyzes an enantioselective hydrophosphonylation of ketimines with phosphine oxides to provide chiral α-quaternary aminophosphorous compounds having a primary amino group in excellent yields and enantioselectivities. (organic-chemistry.org)
Ligand1
With the Et 2 Zn/1 = 4/1 systems, catalyst loading for β-unsubstituted enone was reduced to as little as 0.01 mol % (substrate/chiral ligand = 10 000). (elsevierpure.com)
Axially2
Axially chiral biaryl compounds are prepared by coupling reactions, e.g. (wikipedia.org)
The most distinguished one of them is BINAP, a fully aromatic, C2-symmetrical and axially chiral bisphosphane invented by Noyori's Group. (edu.hk)
Catalysts1
Fortunately, the Laureates of chemistry in 2001 have developed chiral catalysts successfully for only two classes of reactions, hydrogenations or oxidations, which concern with only functionalities transformation. (edu.hk)
Auxiliary1
Diastereoselective coupling can be achieved through the use of a chiral bridge that links the two aryl groups or through the use of a chiral auxiliary at one of the positions proximal to axial bridge. (wikipedia.org)
Derivatives1
Others are dimers of naphthalene derivatives such as 1,1'-bi-2-naphthol. (wikipedia.org)
Successfully2
Among the catalytic asymmetric reactions, asymmetric hydrogenation is the field that has been explored from the earliest time and to which much effort have been devoted, Numerous chiral phosphorus ligands, most popular among which have been bidentate 1igands with C2-symmetry, have been designed and successfully synthesized for the asymmetric hydrogenation purpose. (edu.hk)
Et 2 Zn/(S,S)-linked-BINOL complexes were successfully applied to direct 1,4-addition reactions of hydroxyketones. (elsevierpure.com)
Reactions1
The new system was also effective for 1,4-addition reactions of 2-hydroxy-2′-methoxypropiophenone (9) to afford chiral tert-alcohol in high enantiomeric excess (up to 96% ee). (elsevierpure.com)
Active1
Catalytic asymmetric synthesis involving chiral ligands has been one of the most active research areas in the organic synthetic community since the manufacture of L-DOPA on a commercial scale via a catalytic process by Knowles' group at Monsanto in the early 1970's. (edu.hk)
Groups1
S)-7,7'-dimethoxyl-1, 1'-bi-2-naphthol, (S)-93 , with two methoxyl groups at 7, 7'-position was also synthesized for this purpose. (edu.hk)