Merging Organocatalysis and Gold Catalysis: Enantioselective Synthesis of Tetracyclic Indole Derivatives through a Sequential Double Friedel-Crafts Type Reaction

被引：112

作者：

Loh, Charles C. J. ^{[1
]}

Badorrek, Jan ^{[1
]}

Raabe, Gerhard ^{[1
]}

Enders, Dieter ^{[1
]}

机构：

[1] Rhein Westfal TH Aachen, Inst Organ Chem, D-52074 Aachen, Germany

来源：

CHEMISTRY-A EUROPEAN JOURNAL | 2011年 / 17卷 / 48期

关键词：

gold; indoles; multicatalysis; one-pot reaction; organocatalysis; PICTET-SPENGLER REACTIONS; INTERMOLECULAR REACTIONS; ASYMMETRIC CATALYSIS; CASCADE REACTIONS; ALKYLATION; PLATINUM; ALKYNES; CONSTRUCTION; ACTIVATION; ROUTE;

D O I：

10.1002/chem.201102793

中图分类号：

O6 [化学];

学科分类号：

0703 ;

摘要：

Yet another indole miracle: The sequential combination of organocatalysis and gold catalysis on C2,C3-unsubstituted indoles provides an efficient one-pot access to tetracyclic indole derivatives in very good yields and excellent enantioselectivities (see scheme). The double Friedel-Crafts type reaction, including a rare 7-endo-dig cyclisation, opens a new entry to highly enantioenriched anticancer drugs, such as DNA intercalators. Copyright © 2011 WILEY-VCH Verlag GmbH & Co. KGaA, Weinheim.

引用

页码：13409 / 13414

页数：6

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