Organocatalytic Multiple Cascade Reactions: A New Strategy for the Construction of Enantioenriched Tetrahydrocarbazoles

被引：61

作者：

Cao, Yi-Ju ^{[1
]}

Cheng, Hong-Gang ^{[1
]}

Lu, Liang-Qiu ^{[1
]}

Zhang, Ji-Ji ^{[1
]}

Cheng, Ying ^{[1
]}

Chen, Jia-Rong ^{[1
]}

Xiao, Wen-Jing ^{[1
]}

机构：

[1] Cent China Normal Univ, Coll Chem, Minist Educ, Key Lab Pesticide & Chem Biol, Wuhan 430079, Hubei, Peoples R China

来源：

ADVANCED SYNTHESIS & CATALYSIS | 2011年 / 353卷 / 04期

基金：

美国国家科学基金会;

关键词：

cascade reactions; enantioselectivity; organocatalysis; tetrahydrocarbazoles; DIELS-ALDER REACTIONS; ASYMMETRIC MICHAEL REACTION; DIASTEREOSELECTIVE SYNTHESIS; DOMINO REACTIONS; SULFUR YLIDES; FUNCTIONALIZED TETRAHYDROCARBAZOLES; ALPHA; BETA-UNSATURATED ALDEHYDES; MULTICOMPONENT REACTIONS; OXYGEN NUCLEOPHILES; UNACTIVATED OLEFINS;

D O I：

10.1002/adsc.201000610

中图分类号：

O69 [应用化学];

学科分类号：

081704 ;

摘要：

A novel cascade Friedel-Crafts alkylation/Michael addition/aromatization reaction of 2-vinylindoles with alpha,beta-unsaturated aldehydes has been developed for the construction of functionalized tetrahydrocarbazoles. The products were obtained in up to 97% yield and with excellent stereoselectivities (ee up to >99%, dr up to >99:1).

引用

页码：617 / 623

页数：7

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