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
收藏
页码：401 / 406
页数：6
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