Ligand-Controlled Enantioselective [2+2] Cycloaddition of Oxabicyclic Alkenes with Terminal Alkynes Using Chiral Iridium Catalysts

被引:84
|
作者
Fan, Bao-Min [2 ,3 ]
Li, Xiao-Jiao [1 ]
Peng, Fang-Zhi [1 ]
Zhang, Hong-Bin [1 ]
Chan, Albert S. C. [2 ]
Shao, Zhi-Hui [1 ,2 ]
机构
[1] Yunnan Univ, Key Lab Med Chem Nat Resource, Sch Chem Sci & Technol, Minist Educ, Kunming 650091, Peoples R China
[2] Hong Kong Polytech Univ, Open Lab Chirotechnol, Inst Mol Technol Drug Discovery & Synth, Dept Appl Biol & Chem Technol, Hong Kong, Hong Kong, Peoples R China
[3] Yunnan Nationalities Univ, Sch Chem & Biotechnol, Kunming 650031, Peoples R China
基金
中国国家自然科学基金;
关键词
BICYCLIC ALKENES; AZABICYCLIC ALKENES; NICKEL-COMPLEXES; DERIVATIVES; AZABENZONORBORNADIENES; COCYCLOTRIMERIZATION; OLEFINS;
D O I
10.1021/ol902574c
中图分类号
O62 [有机化学];
学科分类号
070303 ; 081704 ;
摘要
The first catalytic asymmetric [2 + 2] cycloaddition of oxabicyclic alkenes and terminal alkynes has been developed. This iridium-catalyzed enantioselective [2 + 2] cycloaddition allows the formation of four stereocenters in a single step with excellent enantioselectivity (94-99% ee).
引用
收藏
页码:304 / 306
页数:3
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