erythro-Selective aldol condensation via triphenyltin enolates. Stereoselection independent of the stereochemistry of the enolates

Abstract

Triphenyltin enolates, prepared from lithium enolates and triphenyltin chloride, undergo a rapid aldol condensation with aldehydes without the need for the presence of Lewis acids to give predominantly the erythro-product regardless of the geometry of the starting enolates.