Tetrahedron letters

Preparation of 2-trimethylsilylmethyl-1-alkene; cross-coupling and protodesilylation sequence from 1, 1-dibromo-1-alkene

J Uenishi, T Iwamoto, M Ohmi

Index: Uenishi, Jun'ichi; Iwamoto, Takuya; Ohmi, Masashi Tetrahedron Letters, 2007 , vol. 48, # 7 p. 1237 - 1240

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Citation Number: 14

Abstract

A new method for the preparation of exomethylene type allylsilane is described. Selective mono-protodesilylation of 1-trimethylsilyl-2-trimethylsilylmethyl-2-alkenes 2 with PPTS afforded 2-trimethylsilylmethyl-1-alkenes 4 in excellent yields. Since the resulting allylsilanes 4 possess an exomethylene unit, the reactions of 4 with carbonyl compounds in the presence of Lewis acids gave the corresponding product 7 having an exomethylene ...

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