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

页码：3401 / 3407

页数：7

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