A Stereoselective Synthesis of α-Chloro-α-phenylacetamide by the Reaction of optically Active Schiff Base with Dichlorocarbene

Abstract

Optically active N-benzylidene-R(+)- and S(-)-α-methylbenzylamines (1b, c) were allowed to react with dichlorocarbene to give optically active α-methylbenzylamine-α-chloro-α-phenylacetamides (3b, c), and the ratio of diastereomers was R-R : S-R=73 : 27 and S-S : R-S=79 : 21, respectively.