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.