Influence of the N-sulphonyl and N-alkyl groups on stereochemical features of the peroxy-acid–imine reaction

Abstract

Asymmetric oxidation of prochiral sulphonylimines and N-alkylimines has been performed with several chiral peroxy-acids and under the same reaction conditions. The differences in the diastereoselectivity and in the enantioselectivity of the two reactions are discussed in terms of the influence of the sulphonyl and alkyl substituents at nitrogen on the stereochemical features of the peroxy-acid–imine reaction.