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ChemInform Abstract: Concepts for Ligand Design in Asymmetric Catalysis: A Study of Chiral Amino Thiol Ligands.

✍ Scribed by James C. Anderson; Rachel Cubbon; Michael Harding; Daniel S. James

Publisher
John Wiley and Sons
Year
2010
Weight
31 KB
Volume
30
Category
Article
ISSN
0931-7597

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✦ Synopsis

Catalysis: A Study of Chiral Amino Thiol Ligands.

-A series of new chiral sulfur-nitrogen chelate ligands (I) is prepared from L-valine and investigated in asymmetric catalysis. The ligands are mentioned to be ineffective in asymmetric conjugate addition reactions and desymmetrization of meso-epoxides. Addition of diethylzinc to aromatic aldehydes proceeds with up to 82% e.e. in the presence of ligands (I) and is investigated in detail. The results support the hypothesis that a potentially stereogenic nitrogen atom can exert more efficient enantioinduction.

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