Synthesis of Enantiomerically Pure Sulfenimines and Sulfinimines Derived from (+)-Camphor

Abstract

A series of chiral sulfenimines were synthesized by reaction of thiol derived from (+)-camphor with NCS, liquid NH3 and aldehydes or ketones. Oxidation of the sulfenimines with MCPBA provided enantiomerically pure sulfinimines in excellent yields, compounds which are very useful in the asymmetric synthesis of amine derivatives.