Enantioselective Synthesis of Spiro Cyclopentane-1,3′-indoles and 2,3,4,9-Tetrahydro-1H-carbazoles by Iridium-Catalyzed Allylic Dearomatization and Stereospecific Migration

被引：227

作者：

Wu, Qing-Feng ^{[1
]}

Zheng, Chao ^{[1
]}

You, Shu-Li ^{[1
]}

机构：

[1] Chinese Acad Sci, Inst Organ Chem, State Key Lab Organometall Chem, Shanghai 200032, Peoples R China

来源：

ANGEWANDTE CHEMIE-INTERNATIONAL EDITION | 2012年 / 51卷 / 07期

关键词：

dearomatization; iridium; ring expansion; spiroindolenine; stereospecific migration; ASYMMETRIC DEAROMATIZATION; REGIOSELECTIVE ALLYLATION; BIFUNCTIONAL CATALYST; MILD CONDITIONS; CARBON-CARBON; LEWIS-BASE; INDOLES; ALKYLATION; ALCOHOLS; PYRROLES;

D O I：

10.1002/anie.201107677

中图分类号：

O6 [化学];

学科分类号：

0703 ;

摘要：

Rings with a twist: The highly enantioselective construction of five-membered spiroindolenines has been realized by the iridium-catalyzed intramolecular allylic dearomatization of indoles. The stereospecific migration of these spiro cyclopentane-1,3′-indole products provides enantioenriched 2,3,4,9-tetrahydro-1H-carbazoles. Copyright © 2012 WILEY-VCH Verlag GmbH & Co. KGaA, Weinheim.

引用

页码：1680 / 1683

页数：4

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