Preparation of enantioenriched α-silyl-benzylcarbamates

被引:26
作者
Barberis, C [1 ]
Voyer, N [1 ]
机构
[1] Univ Laval, Dept Chim, St Foy, PQ G1K 7P4, Canada
关键词
D O I
10.1016/S0040-4039(98)01463-4
中图分类号
O62 [有机化学];
学科分类号
070303 ; 081704 ;
摘要
The first examples of an enantioselective [1,2] silicon rearrangement are reported. This novel synthetic method lead to the formation of chiral alpha-substituted benzylamines with an alpha-silyl group. In the procedure, N-Silyl-protected N-Boc benzylamines are subjected to enantioselective deprotonation using the chiral complex (-) sparteine.s-Buli to generate chiral benzyllithium intermediates that undergo a [1,2] silicon shift. (C) 1998 Elsevier Science Ltd. All rights reserved.
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页码:6807 / 6810
页数:4
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