文献类型：期刊文献

中文题名：手性磷酸控制的不对称碳氢芳基化反应合成平面手性二茂铁化合物

英文题名：Asymmetric C—H Arylation for the Synthesis of Planar Chiral Ferrocenes: Controlling Enantioselectivity Using Chiral Phosphoric Acids

作者：张松[1];陆俊筑[1];叶金星[1];段伟良[2]

机构：[1]华东理工大学药学院制药工程与过程化学研究中心,上海200237;[2]中国科学院上海有机化学研究所金属有机化学国家重点实验室,上海200032

年份：2016

卷号：36

期号：4

起止页码：752

中文期刊名：有机化学

外文期刊名：Chinese Journal of Organic Chemistry

收录：CSTPCD;;Scopus;WOS:【SCI-EXPANDED(收录号:WOS:000376420700008)】；北大核心:【北大核心2014】；CSCD:【CSCD2015_2016】；

基金：Project supported by the National Natural Science Foundation of China (Nos. 20902099, 21172238, 21472218).

语种：中文

中文关键词：钯催化;C—H键活化;不对称催化;手性磷酸;二茂铁

外文关键词：palladium catalysis; C—H activation; asymmetric catalysis; chiral phosphoric acids; ferrocenes

摘要：报道了钯催化的分子内不对称C—H键芳基化反应.以简单易得的二茂铁羰基化合物为底物,Pd(CH_3CN)_4(OTf)_2为催化剂,使用手性磷酸作为唯一手性源,Buchwald类型联苯单膦配体,甲苯作溶剂,100℃进行反应,得到一系列二茂铁化合物,ee值最高可达83%.该反应为合成平面手性二茂铁化合物提供了一种新途径.
Transition-metal-catalyzed direct activation reactions of unreactive C—H bond has been extensively developed in recent years. Although numerous synthetic methods have been reported to build diverse complex compounds, enantioselective C—H activation has not been paid much attention probably because of the absence of suitable ligands to control the stereoselectivity in the C—H activation reaction. Herein, a Pd（0）-catalyzed enantioselective synthesis of planar chiral ferrocenes was described, and chiral phosphoric acids were used as the only chiral source to control the stereoselectivity in the C—H activation reactions.