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

被引:7
作者
Kondo, J
Inoue, A
Ito, Y
Shinokubo, H
Oshima, K [1 ]
机构
[1] Kyoto Univ, Grad Sch Sci, Dept Chem, Sakyo Ku, Kyoto 6068502, Japan
[2] Kyoto Univ, Grad Sch Engn, Dept Chem Mat, Nishikyo Ku, Kyoto 6158510, Japan
基金
日本学术振兴会;
关键词
carbenoids; 1,2-migration; organocopper reagents; halogen-lithium exchange; Grignard reagents;
D O I
10.1016/j.tet.2005.01.101
中图分类号
O62 [有机化学];
学科分类号
070303 ; 081704 ;
摘要
Treatment of chlorobis(methyldiphenylsilyl)methyllithium with various alkyl and aryl Grignard reagents and CuCN center dot 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 center dot LiCN provided 1-cyano-1-silylalkylcopper species via consecutive double 1,2-migration of alkyl and cyano groups. (c) 2005 Elsevier Ltd. All rights reserved.
引用
收藏
页码:3361 / 3369
页数:9
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