Organocatalytic Asymmetric Fluorination of 4-Substituted Isoxazolinones

被引:30
|
作者
Zhang, Huanrui [1 ]
Wang, Baomin [1 ]
Cui, Longchen [1 ]
Bao, Xiaoze [1 ]
Qu, Jingping [1 ]
Song, Yuming [1 ]
机构
[1] Dalian Univ Technol, State Key Lab Fine Chem, Sch Pharmaceut Sci & Technol, Dalian 116024, Peoples R China
基金
中国国家自然科学基金;
关键词
Isoxazolinone; Organocatalysis; Cinchona alkaloid; Fluorine; Heterocycles; ENANTIOSELECTIVE CONJUGATE ADDITION; MICHAEL ADDITION; CARBONYL-COMPOUNDS; EFFICIENT APPROACH; C-ALKYLATION; 5H-OXAZOL-4-ONES; DERIVATIVES; MALONATE; TRIFLUOROMETHYLATION; NITROALKENES;
D O I
10.1002/ejoc.201500046
中图分类号
O62 [有机化学];
学科分类号
070303 ; 081704 ;
摘要
A straightforward method for the asymmetric fluorination of 4-substituted isoxazolinones catalyzed by a bis-cinchona alkaloid catalyst was developed. A series of 4-fluoroisoxazolinone derivatives with a fluorine-containing quaternary stereocenter were obtained in good to high yields with good enantioselectivities (up to 91% yield, 85% ee).
引用
收藏
页码:2143 / 2147
页数:5
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