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铑催化的季碳立体中心的不对称构建:在对取代马来酰亚胺的1,4-加成反应中配体依赖性区域控制

Rhodium-catalyzed asymmetric construction of quaternary carbon stereocenters: ligand-dependent regiocontrol in the 1,4-addition to substituted maleimides.

作者信息

Shintani Ryo, Duan Wei-Liang, Hayashi Tamio

机构信息

Department of Chemistry, Graduate School of Science, Kyoto University, Sakyo, Kyoto 606-8502, Japan.

出版信息

J Am Chem Soc. 2006 May 3;128(17):5628-9. doi: 10.1021/ja061430d.

DOI:10.1021/ja061430d
PMID:16637617
Abstract

A rhodium-catalyzed asymmetric 1,4-addition of arylboronic acids to substituted maleimides has been described. The regioselectivity in this reaction is controlled by the choice of ligand (dienes or bisphosphines), and 1,4-adducts with a quaternary stereocenter can be obtained with high regio- and enantioselectivity by the use of (R)-H8-binap.

摘要

已报道了铑催化芳基硼酸对取代马来酰亚胺的不对称1,4-加成反应。该反应中的区域选择性由配体(二烯或双膦)的选择控制,通过使用(R)-H8-binap,可高区域选择性和对映选择性地得到具有季碳立体中心的1,4-加合物。

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