Auxiliary-controlled diastereoselection by N-(1-phenylethyl) in Grignard additions to 2-O-benzylglyceraldehyde imines

Abstract

Grignard reagents add to 2-O-benzylglyceraldehyde N-(1-phenylethyl)imines in high yield at normal or high pressure (12 kbar); threo vs. erythro selectivity is governed by the (R)- or (S)-1-phenylethyl substituent.