Asymmetric construction of dihydrobenzofuran-2,5-dione derivatives via desymmetrization of p-quinols with azlactones

被引：38

作者：

Xie, Lihua ^{[1
]}

Dong, Shunxi ^{[1
]}

Zhang, Qian ^{[1
]}

Feng, Xiaoming ^{[1
]}

Liu, Xiaohua ^{[1
]}

机构：

[1] Sichuan Univ, Coll Chem, Minist Educ, Key Lab Green Chem & Technol, Chengdu 610064, Sichuan, Peoples R China

来源：

CHEMICAL COMMUNICATIONS | 2019年 / 55卷 / 01期

基金：

中国国家自然科学基金;

关键词：

RAUHUT-CURRIER REACTION; ENANTIOSELECTIVE SYNTHESIS; SORBICILLACTONE; MONOIMIDES; GUANIDINE;

D O I：

10.1039/c8cc08985j

中图分类号：

O6 [化学];

学科分类号：

0703 ;

摘要：

The desymmetrization of p-quinols through a chiral bisguanidinium hemisalt catalyzed enantioselective Michael addition/lactonization cascade reaction with azlactones was reported. 3-Amino-benzofuran-2,5-diones containing a chiral amino acid residue were achieved with up to 99% ee and >19:1 dr. An exploration of the structure of the catalyst bisguanidinium was undertaken, revealing a bifunctional catalytic model.

引用

页码：87 / 90

页数：4

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