Copper/Guanidine-Catalyzed Asymmetric Alkynylation of Isatins

被引:103
作者
Chen, Quangang [1 ]
Tang, Yu [1 ]
Huang, Tianyu [1 ]
Liu, Xiaohua [1 ]
Lin, Lili [1 ]
Feng, Xiaoming [1 ,2 ]
机构
[1] Sichuan Univ, Coll Chem, Minist Educ, Key Lab Green Chem & Technol, Chengdu 610064, Peoples R China
[2] Collaborat Innovat Ctr Chem Sci & Engn, Tianjin 300072, Peoples R China
基金
中国国家自然科学基金;
关键词
alkynes; asymmetric catalysis; copper; heterocycles; ligand design; HIGHLY ENANTIOSELECTIVE ADDITION; AROMATIC-ALDEHYDES; TERMINAL ALKYNES; PROPARGYLIC ALCOHOLS; TRIFLUOROMETHYL KETONES; COORDINATION CHEMISTRY; CONVENIENT SYNTHESIS; TITANIUM COMPLEX; CARBONYL GROUPS; H INSERTION;
D O I
10.1002/anie.201600711
中图分类号
O6 [化学];
学科分类号
0703 ;
摘要
The highly enantioselective alkynylation of isatins, catalyzed by a bifunctional guanidine/CuI catalyst under mild reaction conditions, is described. The reaction is broad in scope with respect to alkyl/aryl-substituted terminal alkynes and substituted isatins, thus affording bioactive propargylic alcohols in excellent yields and enantioselectivities.
引用
收藏
页码:5286 / 5289
页数:4
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