Tetrahedron letters

The stereoselective conversion of vinylsilanes to γ-substituted allylsilanes via higher order cuprates

JA Soderquist, B Santiago

Index: Soderquist, John A.; Santiago, Braulio Tetrahedron Letters, 1989 , vol. 30, # 42 p. 5693 - 5696

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Citation Number: 25

Abstract

Abstract Pure cis-vinylsilanes are efficiently converted to cis-epoxysilanes which react smoothly with Li 2 Cu (CN)(CH 2 TMS) 2 to provide the corresponding erythro disilylated alcohol, in excellent yield and isomeric purity. Elimination of the elements of TMSOH affords either the pure cis-or trans-γ-substituted allylsilanes, under basic or acidic conditions, respectively.

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