Preparation of α-silyl-or α, α-bis (silyl)-substituted alkylcopper reagents and their synthetic use

J Kondo, A Inoue, Y Ito, H Shinokubo, K Oshima

Index: Kondo, Junichi; Inoue, Atsushi; Ito, Yuki; Shinokubo, Hiroshi; Oshima, Koichiro Tetrahedron, 2005 , vol. 61, # 13 p. 3361 - 3369

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Citation Number: 9

Abstract

Treatment of chlorobis (methyldiphenylsilyl) methyllithium with various alkyl and aryl Grignard reagents and CuCN· 2LiCl afforded 1, 1-disilylalkylcopper species. The aerobic oxidation of the resulting copper reagents provided a variety of acylsilanes in good yields. Meanwhile, treatment of dichloro (methyldiphenylsilyl) methyllithum with Bu2CuLi· LiCN provided 1-cyano-1-silylalkylcopper species via consecutive double 1, 2-migration of alkyl ...