Stereocontrol at the quaternary center in 1-substituted 1-phenyl-2,2,2-trifluoroethylamines: stereospecific substitution with retention of a chiral cyclic fluoral N,O-acetal with organolithium reagents

Abstract

The asymmetric synthesis of 1-substituted 1-phenyl-2,2,2-trifluoroethylamines from chiral 1,3-oxazolidines is described. The stereospecific substitution reaction with organolithium reagents of chiral 1,3-oxazolidines having a trifluoromethyl group proceeds with retention to control the newly created quaternary center.