Functionalised allylsilanes from silylcopper reagents and allene.: A useful strategy for cyclopentane annulations

被引：44
作者：
Barbero, A [1 ]
García, C [1 ]
Pulido, FJ [1 ]
机构：
[1] Univ Valladolid, Dept Quim Organ, E-47011 Valladolid, Spain
来源：
TETRAHEDRON | 2000年 / 56卷 / 18期
关键词：
silylcupration; allene; allylsilane; cyclization;
D O I：
10.1016/S0040-4020(00)00129-0
中图分类号：
O62 [有机化学];
学科分类号：
070303 ; 081704 ;
摘要：
Silylcupration of allene using phenyldimethylsilylcopper or t-butyldiphenylsilylcopper followed by reaction with alpha,beta-unsaturated acyl chlorides, aldehydes or ketones affords allylsilane-containing divinyl ketones and oxoallylsilanes, respectively. They undergo highly stereocontrolled silicon-assisted intramolecular cyclizations when treated with protic or Lewis acid leading to cyclopentane ring-formation. (C) 2000 Elsevier Science Ltd. All rights reserved.
引用
收藏
页码：2739 / 2751
页数：13
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