Sequential Diastereoselective Addition and Palladium(II)-Catalyzed Allylic Acetate Transposition of syn- and anti-α-Acetoxy-β-silyl-(E)-hex-4-enoates with Achiral Acetals. Asymmetric Synthesis of Differentiated Syn and Anti 1,3-Diol Synthons

Article abstract of DOI:10.1021/jo00057a008

syn- and anti-Methyl α-acetoxy-β-(dimethylphenylsilyl)-(E)-hex-4-enoates, (2R,3R)-8a and (2S,3R)-8b, undergo highly diastereo- and enantioselective addition reactions with aldehydes and acetals 11 catalyzed by the action of trimethylsilyl trifluoromethane