Prolinethiol Ether Catalysis in an Asymmetric Michael Reaction: Solvent-Free Synthesis of Functionalized Monohaloalkenes

被引:14
|
作者
Xia, Ai-Bao [1 ]
Wu, Chao [1 ]
Xu, Dan-Qian [1 ]
Wang, Yi-Feng [1 ]
Du, Xiao-Hua [1 ]
Li, Zhao-Bo [2 ]
Xu, Zhen-Yuan [1 ]
机构
[1] Zhejiang Univ Technol, State Key Lab Breeding Base Green Chem Synth Tech, Hangzhou 310014, Zhejiang, Peoples R China
[2] Hangzhou Minsheng Pharmaceut Grp Co Ltd, Hangzhou 310014, Zhejiang, Peoples R China
来源
JOURNAL OF ORGANIC CHEMISTRY | 2013年 / 78卷 / 03期
基金
中国国家自然科学基金;
关键词
(E)-BETA-ARYL VINYL HALIDES; ONE-POT SYNTHESIS; ANTIVIRAL ACTIVITY; BIOLOGICAL EVALUATION; CYCLOHEXENONES; NITROOLEFINS; DERIVATIVES; ALDEHYDES; BROMIDES; KETONES;
D O I
10.1021/jo302288z
中图分类号
O62 [有机化学];
学科分类号
070303 ; 081704 ;
摘要
The organocatalytic Michael reaction of ketones with gamma-monohalonitrodienes catalyzed by chiral prolinethiol ether under solvent-free conditions was developed. The described method represents a novel approach for accessing highly functionalized monohaloalkenes with alpha, beta-stereocenters of up to >99% ee.
引用
收藏
页码:1254 / 1259
页数:6
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