The first example of asymmetric induction in an anionic amino-Cope rearrangement

被引:15
作者
Allin, SM [1 ]
Button, MAC [1 ]
机构
[1] Loughborough Univ Technol, Dept Chem, Loughborough LE11 3TU, Leics, England
关键词
D O I
10.1016/S0040-4039(98)00487-0
中图分类号
O62 [有机化学];
学科分类号
070303 ; 081704 ;
摘要
The anionic amino-Cope rearrangement of suitably functionalized acyclic 3-amino-1,5-diene substrates has been achieved and we report the first example of an asymmetric anionic amino-Cope rearrangement to yield an enantiomerically enriched product (75% e.e.). The absolute stereochemistry of the products has been verified and transition state models are proposed to rationalize the stereochemical outcome. (C) 1998 Elsevier Science Ltd. All rights reserved.
引用
收藏
页码:3345 / 3348
页数:4
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