Asymmetric synthesis of 3-aminodihydrocoumarins via the chiral guanidine catalyzed cascade reaction of azlactones

被引：48

作者：

Ruan, Sai ^{[1
]}

Lin, Xiaobin ^{[1
]}

Xie, Lihua ^{[1
]}

Lin, Lili ^{[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：

ORGANIC CHEMISTRY FRONTIERS | 2018年 / 5卷 / 01期

基金：

中国国家自然科学基金;

关键词：

DIELS-ALDER REACTION; ALPHA-AMINO-ACIDS; ENANTIOSELECTIVE SYNTHESIS; BIFUNCTIONAL GUANIDINE; ALKYLATION REACTION; KINETIC RESOLUTION; BIOLOGICAL EVALUATION; COUMARIN DERIVATIVES; OLEFINIC AZLACTONES; STEREOGENIC CENTERS;

D O I：

10.1039/c7qo00768j

中图分类号：

O62 [有机化学];

学科分类号：

070303 ; 081704 ;

摘要：

A highly efficient bifunctional guanidine catalyst was developed for the asymmetric cascade reaction between 2-nitrovinylphenols and azlactones. A wide variety of 3-aminodihydrocoumarin derivatives could be obtained in high yields (up to 99% yield) with excellent enantioselectivities (up to 99% ee) and diastereoselectivities (>19:1 dr).

引用

页码：32 / 35

页数：4

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