Highly Efficient Construction of Trifluoromethylated Heterocycles; [3+2] Annulation of N,N′-Cyclic or C,N-Cyclic Azomethine Imines with Trifluoromethyl-Containing Electron-Deficient Olefins

被引：37

作者：

Wang, De ^{[1
,2
]}

Deng, Hong-Ping ^{[3
]}

Wei, Yin ^{[3
]}

Xu, Qin ^{[1
,2
]}

Shi, Min ^{[1
,2
,3
]}

机构：

[1] E China Univ Sci & Technol, Key Lab Adv Mat, Shanghai 200237, Peoples R China

[2] E China Univ Sci & Technol, Inst Fine Chem, Sch Chem & Mol Engn, Shanghai 200237, Peoples R China

[3] Chinese Acad Sci, Shanghai Inst Organ Chem, State Key Lab Organometall Chem, Shanghai 200032, Peoples R China

来源：

EUROPEAN JOURNAL OF ORGANIC CHEMISTRY | 2013年 / 2013卷 / 02期

基金：

中国国家自然科学基金;

关键词：

Synthetic methods; Nitrogen heterocycles; Fluorine; Diastereoselectivity; Annulation; ENANTIOSELECTIVE 1,3-DIPOLAR CYCLOADDITION; PALLADIUM-CATALYZED TRIFLUOROMETHYLATION; BAYLIS-HILLMAN CARBONATES; BOND-FORMATION; ASYMMETRIC FLUORINATION; REDUCTIVE ELIMINATION; MICHAEL ADDITION; STEREOCENTERS; STEREOCONTROL; KETONES;

D O I：

10.1002/ejoc.201201244

中图分类号：

O62 [有机化学];

学科分类号：

070303 ; 081704 ;

摘要：

A highly regio- and stereoselective synthesis of pyrazolidine analogues by the use of N,N'-cyclic or C,N-cyclic azomethine imines with two different trifluoromethyl-containing olefins has been developed. The method affords highly functionalized trifluoromethyl-containing pyrazolidine analogues in excellent yields with high diastereoselectivities under mild conditions.

引用

页码：401 / 406

页数：6

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