Chiral Cyclometalated Oxazoline Gold(III) Complex-Catalyzed Asymmetric Carboalkoxylation of Alkynes

被引:34
作者
Jiang, Jia-Jun [1 ]
Cui, Jian-Fang [1 ,2 ]
Yang, Bin [1 ]
Ning, Yulu [1 ]
Lai, Nathanael Chun-Him [1 ]
Wong, Man-Kin [1 ]
机构
[1] Hong Kong Polytech Univ, Dept Appl Biol & Chem Technol, State Key Lab Chem Biol & Drug Discovery, Hung Hom, Hong Kong, Peoples R China
[2] Southern Univ Sci & Technol, Dept Chem, Shenzhen 518055, Peoples R China
关键词
GOLD CATALYSIS; SILVER;
D O I
10.1021/acs.orglett.9b02171
中图分类号
O62 [有机化学];
学科分类号
070303 ; 081704 ;
摘要
Asymmetric catalysis by using novel chiral O,O'-chelated 4,4'-biphenol cyclometalated oxazoline gold(III) complexes has been developed. A high yield (<= 89%) and a high enantioselectivity (<= 90% ee) were achieved in asymmetric carboalkoxylation of alkynes. Enantioselectivity could be significantly improved from 19% to 90% ee by increasing the steric size of the substituent on the chiral oxazoline ligand. Catalytically active Au-III species and the origin of chiral induction are proposed.
引用
收藏
页码:6289 / 6294
页数:6
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