Palladium/Copper Complexes Co-Catalyzed Highly Enantioselective Ring Opening Reaction of Azabenzonorbornadienes with Terminal Alkynes

被引：40

作者：

Fan, Baomin ^{[1
,2
]}

Li, Sifeng ^{[1
,2
,3
]}

Chen, Hualei ^{[1
,2
]}

Lu, Zhiwu ^{[1
,2
]}

Liu, Shanshan ^{[1
,2
]}

Yang, Qingjing ^{[1
,2
]}

Yu, Lu ^{[1
,2
]}

Xu, Jianbin ^{[1
,2
]}

Zhou, Yongyun ^{[1
,2
]}

Wang, Jun ^{[3
]}

机构：

[1] Yunnan Univ Nationalities, Key Lab Chem Ethn Med Resources, State Ethn Affairs Commiss, Kunming 650500, Peoples R China

[2] Yunnan Univ Nationalities, Minist Educ, Kunming 650500, Peoples R China

[3] South Univ Sci & Technol China, Dept Chem, Shenzhen 518055, Guangdong, Peoples R China

来源：

ADVANCED SYNTHESIS & CATALYSIS | 2013年 / 355卷 / 14-15期

基金：

中国国家自然科学基金;

关键词：

asymmetric catalysis; azabenzonorbornadienes; ring opening reaction; terminal alkynes; CHIRAL PHOSPHINE-LIGANDS; OXABICYCLIC ALKENES; ASYMMETRIC HYDROALKYNYLATION; 2+2 CYCLOADDITION; BORONIC ACIDS; GRIGNARD; OXABENZONORBORNADIENES; ALKYNYLATION; SCOPE;

D O I：

10.1002/adsc.201300748

中图分类号：

O69 [应用化学];

学科分类号：

081704 ;

摘要：

A chiral palladium/copper (Pd/Cu) co-catalytic system which could enable asymmetric ring opening reaction of azabenzonorbornadienes with terminal alkynes is reported. This system comprises palladium(II) acetate [Pd(OAc)(2)]/(R)-xyl-Binap and copper(I) triflate (CuOTf). A good substrate scope was found, with excellent enantioselective outcomes (up to >99.9% ee). A reaction mechanism involving two metal complexes is also proposed.

引用

页码：2827 / 2832

页数：6

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