Gold(I)-catalyzed cycloisomerization of 3-methoxy-1,6-enynes featuring tandem cyclization and [3,3]-sigmatropic rearrangement

被引：87

作者：

Bae, Hyo J. ^{[1
]}

Baskar, Baburaj ^{[1
]}

An, Sang E. ^{[1
]}

Cheong, Jae Y. ^{[1
]}

Thangadurai, Daniel T. ^{[1
]}

Hwang, In-Chul ^{[2
]}

Rhee, Young H. ^{[1
]}

机构：

[1] Pohang Univ Sci & Technol, Dept Chem, Pohang 790784, South Korea

[2] Pohang Univ Sci & Technol, Ctr Basic Sci, Ctr Superfunct Mol, Dept Chem, Pohang 790784, South Korea

来源：

ANGEWANDTE CHEMIE-INTERNATIONAL EDITION | 2008年 / 47卷 / 12期

关键词：

cyclization; gold; homogeneous catalysis; sigmatropic rearrangement;

D O I：

10.1002/anie.200705117

中图分类号：

O6 [化学];

学科分类号：

0703 ;

摘要：

(Chemical Equation Presented) Golden reactivity: A new gold(I)-catalyzed cycloisomerization of 3-methoxy-1,6-enynes was discovered. Structurally simple 3-methoxy-1,6-enynes engage in a tandem cyclization/[3,3]-sigmatropic rearrangement to deliver a variety of 1-methoxy-1,4-cycloheptadienes (see scheme). Notably, the reaction can be performed under very mild conditions and the synthetic utility of this reaction was demonstrated by facile conversion of the product into various cyclohept-4-en-1-ones. © 2008 Wiley-VCH Verlag GmbH & Co. KGaA.

引用

页码：2263 / 2266

页数：4

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