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).
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Sibi et al. (2003) studied this question.
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