Chiral amidomonophosphine-rhodium(I) catalyst for asymmetric 1,4-addition of arylboronic acids to cycloalkenones

被引:90
作者
Kuriyama, M [1 ]
Tomioka, K [1 ]
机构
[1] Kyoto Univ, Grad Sch Pharmaceut Sci, Sakyo Ku, Kyoto 6068501, Japan
基金
日本学术振兴会;
关键词
D O I
10.1016/S0040-4039(00)02130-4
中图分类号
O62 [有机化学];
学科分类号
070303 ; 081704 ;
摘要
The asymmetric 1,4-addition reaction of arylboronic acids with cycloalkenones was catalyzed by 1 mol% of an amidomonophosphine-rhodium(I) catalyst in a 10:1 mixture of dioxane and water at 100 degreesC, affording 3-arylcycloalkanones in reasonably high enantioselectivity (up to 960% ee) and high yields (up to 99%). The reaction efficacy of phenylboronic acid with cyclohex-2-enone was significantly dependent on the initiation procedure when BINAP was used as a phosphine. (C) 2001 Elsevier Science Ltd. All rights reserved.
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页码:921 / 923
页数:3
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