Asymmetric chlorination of 4-substituted pyrazolones catalyzed by natural cinchona alkaloid

被引:48
作者
Bao, Xiaoze [1 ]
Wei, Shiqiang [1 ]
Zou, Liwei [1 ]
He, Yuli [1 ]
Xue, Fuzhao [1 ]
Qu, Jingping [1 ]
Wang, Baomin [1 ]
机构
[1] Dalian Univ Technol, Sch Pharmaceut Sci & Technol, State Key Lab Fine Chem, Dalian 116024, Peoples R China
基金
中国国家自然科学基金;
关键词
BETA-KETO-ESTERS; VICINAL TETRASUBSTITUTED STEREOCENTERS; ORGANOCATALYTIC ALPHA-CHLORINATION; CHIRAL PHOSPHORIC-ACID; ENANTIOSELECTIVE SYNTHESIS; CARBONYL-COMPOUNDS; MICHAEL ADDITION; STEREOCONTROLLED CONSTRUCTION; 3-SUBSTITUTED OXINDOLES; DICARBONYL-COMPOUNDS;
D O I
10.1039/c6cc06236a
中图分类号
O6 [化学];
学科分类号
0703 ;
摘要
A natural quinidine-catalyzed asymmetric chlorination of 4-substituted pyrazolones is developed, affording products with a quaternary chiral chlorine-attached carbon centre in high yield with excellent enantio-selectivity. The low catalyst loading (1 mol%), broad substrate scope, and facile and valuable transformation of the product highlight the practical utility of this process.
引用
收藏
页码:11426 / 11429
页数:4
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