Stereo-differentiation Reaction of Racemic Oxiranes with Optically Active Aziridines and Polyaziridines

Abstract

Stereo-differentiation reactions of various racemic oxiranes were investigated by using optically active aziridines and polyaziridines. When (S) -aziridines were used as base reagents, the sign of the recovered oxiranes was negative rotation, showing predominant consumption of (R) -oxirane. On the other hand, for (S) -polyaziridines as base reagents, the recovered oxiranes showed a positive rotation. The influence of steric hindrance between oxirane and the polymer upon the stereoselective consumption of (S) -oxirane was examined.