Gold-Catalyzed Cyclopenta- and Cycloheptannulation Cascades: A Stereocontrolled Approach to the Scaffold of Frondosins A and B

被引：106

作者：

Garayalde, David ^{[1
]}

Krueger, Karolin ^{[1
]}

Nevado, Cristina ^{[1
]}

机构：

[1] Univ Zurich, Inst Organ Chem, CH-8006 Zurich, Switzerland

来源：

ANGEWANDTE CHEMIE-INTERNATIONAL EDITION | 2011年 / 50卷 / 04期

关键词：

cascade reactions; cyclization; gold; homogeneous catalysis; CYCLOADDITION REACTIONS; PROPARGYLIC ACETATES; CYCLOPROPANATION; REARRANGEMENT; ALKENES; VINYLCYCLOPROPANES; CYCLOISOMERIZATION; VINYLCARBENOIDS; CARBOXYLATES; PLATINUM;

D O I：

10.1002/anie.201006105

中图分类号：

O6 [化学];

学科分类号：

0703 ;

摘要：

Golden cascades: Two diastereoselective gold-catalyzed cascade processes in which propargyl acetates react with alkenes or 1,4-dienes afford highly substituted five- and seven-membered rings, respectively (see scheme). The concerted nature of the gold-catalyzed Cope rearrangement has been used in the formal enantioselective synthesis of marine norsesquiterpenoids Frondosins A and B. © 2011 WILEY-VCH Verlag GmbH & Co. KGaA, Weinheim.

引用

页码：911 / 915

页数：5

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