A highly enantioselective Friedel-Crafts reaction of 3,5-dimethoxylphenol with nitroolefins mediated by a bifunctional quinine derived thiourea catalyst

被引：15
|
作者：
Han, Xiaoyu [1 ]
Ye, Can [1 ]
Chen, Fenfen [1 ]
Chen, Qu [1 ]
Wang, Yongjiang [1 ]
Zeng, Xiaofei [2 ]
机构：
[1] Zhejiang Univ Sci & Technol, Sch Biol & Chem Engn, Zhejiang Prov Key Lab Chem & Biol Proc Technol Fa, Sch Light Ind, Hangzhou 310023, Zhejiang, Peoples R China
[2] Hangzhou Normal Univ, Coll Mat Chem & Chem Engn, Hangzhou 310036, Zhejiang, Peoples R China
来源：
ORGANIC & BIOMOLECULAR CHEMISTRY | 2017年 / 15卷 / 16期
基金：
中国国家自然科学基金;
关键词：
MODIFIED CINCHONA ALKALOIDS; DIRECT CONJUGATE ADDITION; CHIRAL PHOSPHORIC-ACID; NITRO-MICHAEL ADDITION; C BOND FORMATION; ASYMMETRIC CATALYSIS; ALKYLATION REACTIONS; ACTIVATED ALKENES; BETA-KETOESTER; BRONSTED ACID;
D O I：
10.1039/c7ob00372b
中图分类号：
O62 [有机化学];
学科分类号：
070303 ; 081704 ;
摘要：
A useful enantioselective Friedel-Crafts reaction of 3,5-dimethoxylphenol with nitroolefins catalyzed by a bifunctional quinine derived thiourea catalyst 9 was developed. The Michael addition products could be obtained in good to high yields (68-92%) and with excellent enantioselectivities (89-98% ee). Such a reaction is exceptionally attractive in virtue of its simple protocol, ready availability of the starting materials, and practical applications of the products.
引用
收藏
页码：3401 / 3407
页数：7
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