Asymmetric Suzuki cross-coupling reaction: chirality reversal depending on the palladium-chiral phosphine ratio

被引：104
|
作者：
Castanet, AS [1 ]
Colobert, F [1 ]
Broutin, PE [1 ]
Obringer, M [1 ]
机构：
[1] Univ Strasbourg 1, Lab Stereochim, ECPM, CNRS,UMR 7008, F-67087 Strasbourg 2, France
来源：
TETRAHEDRON-ASYMMETRY | 2002年 / 13卷 / 06期
关键词：
D O I：
10.1016/S0957-4166(02)00169-6
中图分类号：
O61 [无机化学];
学科分类号：
070301 ; 081704 ;
摘要：
Suzuki cross-coupling reaction with sterically hindered arylboronic acids is reported. Good yields are obtained by using DME and cesium fluoride in the presence of Pd(OAc)(2) and triphenylphosphine. The catalytic asymmetric reaction between 2-methoxy-1-naphthylboronic acid and 1-iodo-2-methoxynaphthalene was studied in the presence of a palladium-chiral phosphine catalyst. When the reaction was carried out with Pd(OAc), and (R)-BINAP (versus (R)-TolBINAP), the enantioselection was dramatically influenced by the phosphine palladium ratio. (C) 2002 Published by Elsevier Science Ltd.
引用
收藏
页码：659 / 665
页数：7
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