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Enantioselective Reactions of Configurationally Unstable alpha-Thiobenzyllithium Compounds
1Department of Applied Chemistry Nagoya Institute of Technology Gokiso, Showa-ku, Nagoya 466-8555 (Japan).
Angewandte Chemie (International Ed. in English)
|January 29, 2000
Abstract:
Too unstable for asymmetric deprotonation, alpha-sulfenyl carbanions can undergo asymmetric substitution reactions with high stereoselectivity [Eq. (1)]. The key to the asymmetric induction is the dynamic kinetic resolution of the complex formed between the organolithium compound and a chiral ligand, the most effective of which were bisoxazoline derivatives.