Synthesis

Copper (I) tert-Butoxide-Promoted Allylation of β-Triphenylsilyl Allylic Alcohols via 1, 3 Csp²-to-O Silyl Migration

A Tsubouchi, M Itoh, K Onishi, T Takeda

Index: Tsubouchi, Akira; Itoh, Miki; Onishi, Kotaro; Takeda, Takeshi Synthesis, 2004 , # 9 p. 1504 - 1508

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Abstract

Abstract The substitution of the silyl group in vinylsilanes by an allylic group proceeded when β-triphenylsilylallyl alcohols were treated with copper (I) tert-butoxide and allylic halides. This reaction is the first synthetic application of 1, 3 C sp2-to-O silyl migration which provides a useful method for generation of vinyl anion equivalents.