Double Stereodifferentiating Studies in Boron-Mediated Aldol Reactions of Chiral Methyl Ketones and Chiral Aldehydes

摘要

The aldol reactions of kinetic boron enolates generated from chiral methyl ketones is a powerful tool for the stereoselective synthesis of complex fragments found in a variety of natural products with biological and pharmacological significance. In previous works from this laboratory, we have described that good levels of 1,5-anti stereocontrol could be achieved in the boron-mediated aldol reactions of boron enolate 1 with achiral aldehydes. We wish to report here our preliminary results on the aldol coupling reaction of boron enolate 2 with chiral aldehydes S-3 and R-3.