Condensation of ketene acetals derived from glycolates with aldehydes and ketones: synthesis of α,β-dialkoxy esters

Abstract

Deprotonation of glycolate esters, followed by trapping with trimethylsilyl chloride, affords ketene acetal derivatives which undergo condensation (accompanied by silyl group transfer) with aldehydes and ketones in the presence of zinc chloride to give α,β-dialkoxy esters.