Synthesis of 2,3,4-trisubstituted thiochromanes using an organocatalytic enantioselective tandem Michael-Henry reaction

被引：110

作者：

Dodda, Rajasekhar ^{[1
]}

Goldman, Joshua J. ^{[1
]}

Mandal, Tanmay ^{[1
]}

Zhao, Cong-Gui ^{[1
]}

Broker, Grant A. ^{[1
]}

Tiekink, Edward R. T. ^{[1
]}

机构：

[1] Univ Texas San Antonio, Dept Chem, San Antonio, TX 78249 USA

来源：

ADVANCED SYNTHESIS & CATALYSIS | 2008年 / 350卷 / 04期

关键词：

Henry reaction; 2-mercaptobenzaldehyde; Michael addition; beta-nitrostyrene; organocatalysis; tandem reaction;

D O I：

10.1002/adsc.200700331

中图分类号：

O69 [应用化学];

学科分类号：

081704 ;

摘要：

Enantioenriched 2,3,4-trisubstituted thiochromanes have been synthesized by using a cupreine-catalyzed tandem Michael addition-Henry reaction between 2-mercaptobenzaldehydes and beta-nitrostyrenes. Good diastereoselectivities and enantioselectivities were obtained for the title compounds, which may be further improved through a single recrystallization (up to 98% de and > 99% ee).

引用

页码：537 / 541

页数：5

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