Desymmetrisation of cyclopentadienylsilane by asymmetric cyclopropanation

被引:13
作者
Allais, F [1 ]
Angelaud, R [1 ]
Camuzat-Dedenis, B [1 ]
Julienne, K [1 ]
Landais, Y [1 ]
机构
[1] Univ Bordeaux 1, Chim Organ & Organomet Lab, F-33405 Talence, France
关键词
dienes; silicon; cyclopropanation; carbenoids; copper;
D O I
10.1002/ejoc.200390157
中图分类号
O62 [有机化学];
学科分类号
070303 ; 081704 ;
摘要
Desymmetrisation of silylcyclopenta-2,4-diene was carried out by an asymmetric copper(I)-mediated cyclopropanation. An in-depth investigation with various ligands led to the discovery that the PyBox ligands 10a-c were the most efficient ligands for this transformation and led to the cyclopropane 7a with an ee of up to 72%. Further studies aimed at providing insights into the origin of this enantiocontrol are also provided.
引用
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页码:1069 / 1073
页数:5
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