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

被引：85

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

来源：

ORGANIC LETTERS | 2010年 / 12卷 / 02期

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

页码：304 / 306

页数：3

共 24 条

[1] Study on the reactivity of oxabicyclic Alkenes in ruthenium-catalyzed [2+2] cycloadditions [J].