Synthesis of Chiral, Non-racemic Aldols from Chiral β-Hydroxy-Weinreb Amides Prepared by Enantioselective Reformatsky-like Reaction Induced by Chiral β-Aminoalcohols

Abstract

Chiral 1,2-aminoalcohols catalyze enantioselective Reformatsky addition of zinc derivatives of α-bromo Weinreb amides. Reaction of Grignard reagents with the resulting β-hydroxy N-methoxy- N-methyl amides allowed the preparation of β-hydroxy ketones regio- and enantioselectively.