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Diisopropyl tartrate-modified (E)-γ-[(menthofuryl)dimethylsilyl]-allyl boronate, an improved chiral reagent for the anti α-hydroxy allylation of aldehydes. Application to the enantioselective synthesis of (-)-swainsonine
An enantioselective synthesis of anti 1,2-diols via the reactions of aldehydes and the tartrate ester-modified (E)-γ-(menthofurylsilyl)allyboronate 5 has been developed. This methodology is applied to a brief, enantioselective synthesis of (-)-swainsonine.