Addition of Ketene Trimethylsilyl Acetals to α,β-Unsaturated Ketones: A New Strategy for Michael Addition of Ester Enolates

Article abstract of DOI:10.1021/jo00186a001

Trialkylsilyl ketene acetals in the presence of tris(dimethylamino)sulfonium difluorotrimethylsiliconate generate very potent carbon nucleophiles formally equivalent to ester enolates.In sharp contrast to the commonly used lithium enolates, these acetals