Enantioselective Conjugate Radical Addition to β‐Acyloxy Acrylate Acceptors: An Approach to Acetate Aldol‐Type Products

Abstract

An unusual bond-construction strategy based on conjugate radical additions leads to acetate aldol-like products with high enantioselectivity (see scheme). Unlike their ionic counterparts, the enantioselective nucleophilic radical addition to β-acyloxyenoates proceeds without elimination and occurs by an Si-face radical addition to an s-cis conformer of the substrate (as shown).