Highly efficient asymmetric synthesis of α‐aminoamides via the reaction of N‐sulfonyl imines with chiral carbamoylsilane

Abstract

A novel and practical asymmetric synthetic method of α‐amino amides by the reaction between N‐sulfonyl imines and N‐methyl‐N‐R‐(1‐phenyl)ethylcarbamoyl (trimethyl)silane under the induction of chiral group has been developed. The protocol tolerates various N‐sulfonyl imines bearing different groups, including aryl, double bond conjugated aryl, heteroaryl, and aliphatic group. Using carbamoylsilane with chiral group, the diastereoselectivity was very high for reactions of most N‐sulfonyl imines, and only one diastereomer was afforded in many reactions.