Chiral Tridentate P,N,N Ligands for Highly Enantioselective Copper-Catalyzed Propargylic Amination with both Primary and Secondary Amines as Nucleophiles

被引：68

作者：

Zhang, Cheng ^{[1
,2
]}

Wang, Ya-Hui ^{[1
]}

Hu, Xin-Hu ^{[1
]}

Zheng, Zhuo ^{[1
]}

Xu, Jie ^{[1
]}

Hu, Xiang-Ping ^{[1
]}

机构：

[1] Chinese Acad Sci, Dalian Inst Chem Phys, Dalian 116023, Peoples R China

[2] Chinese Acad Sci, Grad Univ, Beijing 100039, Peoples R China

来源：

ADVANCED SYNTHESIS & CATALYSIS | 2012年 / 354卷 / 14-15期

关键词：

asymmetric catalysis; copper; primary amines; propargylic amination; secondary amines; ASYMMETRIC ALKYNYLATION; SUBSTITUTION-REACTIONS; CARBONYL GROUPS; IMINES; ALKYNES; ESTERS; ADDITIONS; ACCESS;

D O I：

10.1002/adsc.201200589

中图分类号：

O69 [应用化学];

学科分类号：

081704 ;

摘要：

Chiral tridentate P,N,N ligands have been demonstrated to be highly efficient for the copper-catalyzed enantioselective propargylic amination of propargylic acetates with both primary and secondary amines as nucleophiles, affording the corresponding propargylic amines in high yields and with excellent enantioselectivities (up to 97% ee for secondary amines, and up to 96% ee for primary amines). Furthermore, the present catalytic system was also effective for the more challenging aliphatic propargylic acetate substrates.

引用

页码：2854 / 2858

页数：5

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