The Journal of Organic Chemistry

Reagent Control in the Aldol Addition Reaction of Chiral Boron Enolates with Chiral. alpha.-Amino Aldehydes. Total Synthesis of (3S, 4S)-Statine

C Gennari, G Pain, D Moresca

Index: Gennari, Cesare; Pain, Gilles; Moresca, Daniela Journal of Organic Chemistry, 1995 ,  vol. 60,  # 20  p. 6248 - 6249

Full Text: HTML

Citation Number: 48

Abstract

Over the past 10 years chiral a-amino aldehydes have become very popular as synthetic precursors of biologically active molecules.'In this paper, we report on the stereoselective aldol reactions involving chiral NJV-diprotected a-amino aldehydes and chiral boron enolates. 2 The aldol reaction between an acetate-derived enolate and a chiral aldehyde creates a new stereogenic center and two possible diastereoisomers (Scheme 1). In ...