Highly regioselective C-H carbonylation of alkenes with phenyl formate via aryl to vinyl 1,4-palladium migration

被引：10
作者：
Ye, Tao [1 ,2 ]
Cheng, Fangyuan [1 ]
Zhang, Jian [1 ]
Liu, Yang-Zi [1 ]
Wang, Quannan [1 ]
Deng, Wei-Ping [1 ,2 ]
机构：
[1] Zhejiang Normal Univ, Dept Chem, Key Lab Minist Educ Adv Catalysis Mat, 688 Yingbin Rd, Jinhua 321004, Peoples R China
[2] East China Univ Sci & Technol, Shanghai Frontiers Sci Ctr Optogenet Tech Cell Met, Sch Pharm, 130 Meilong Rd, Shanghai 200237, Peoples R China
来源：
ORGANIC CHEMISTRY FRONTIERS | 2023年 / 10卷 / 06期
关键词：
STEREOSELECTIVE-SYNTHESIS; CATALYZED CARBONYLATION; PALLADIUM; CARBOXYLATION; ACTIVATION; OLEFINS; RHODIUM; ACIDS; ALKOXYCARBONYLATION; ESTERIFICATION;
D O I：
10.1039/d3qo00066d
中图分类号：
O62 [有机化学];
学科分类号：
070303 ; 081704 ;
摘要：
We report herein a palladium-catalyzed C-H carbonylation of gem-disubstituted ethylenes with phenyl formate as a convenient CO surrogate through an aryl to vinyl 1,4-palladium migration, providing a wide range of beta,beta-diaryl substituted alpha,beta-unsaturated esters in high efficiency and with excellent regio- and stereoselectivities. The reaction proceeds with broad substrate scope and good functional group compatibility. The present synthetic protocol provides a convenient and powerful method to directly access a key intermediate for (Z)-tamoxifen.
引用
收藏
页码：1537 / 1543
页数：7
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