Chiral bifunctional ferrocenylphosphine catalyzed highly enantioselective [3+2] cycloaddition reaction

被引：22

作者：

Hu, Haiwen ^{[1
]}

Yu, Shuxian ^{[1
]}

Zhu, Linglong ^{[1
]}

Zhou, Lingxiu ^{[1
]}

Zhong, Weihui ^{[1
]}

机构：

[1] Zhejiang Univ Technol, Coll Pharmaceut Sci, Minist Educ, Key Lab Green Pharmaceut Technol & Related Equipm, Hangzhou 310014, Zhejiang, Peoples R China

来源：

ORGANIC & BIOMOLECULAR CHEMISTRY | 2016年 / 14卷 / 02期

基金：

中国国家自然科学基金;

关键词：

BAYLIS-HILLMAN CARBONATES; ASYMMETRIC 1,3-DIPOLAR CYCLOADDITION; MBH CARBONATES; PHOSPHINE CATALYSIS; AZOMETHINE YLIDES; ANNULATION; ALLENES; CYCLOPENTENES; DERIVATIVES; 2,3-BUTADIENOATES;

D O I：

10.1039/c5ob01958c

中图分类号：

O62 [有机化学];

学科分类号：

070303 ; 081704 ;

摘要：

A series of air-stable ferrocenylphosphines LB1-LB8 were designed and prepared in high yields. (R, S-Fc)-ferrocenylphosphine LB5 was found to efficiently promote the asymmetric [3 + 2] cycloaddition of Morita-Baylis-Hillman carbonates with maleimides to afford the corresponding bicyclic imides with 84-99% ee and 67-99% yield. Interestingly, the configuration of these products was contrary to those reported in the literature.

引用

页码：752 / 760

页数：9

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