Gold-Catalyzed Synthesis of Furans and Furanones from Sulfur Ylides

被引：106

作者：

Huang, Xueliang ^{[1
]}

Peng, Bo ^{[1
]}

Luparia, Marco ^{[1
]}

Gomes, Luis F. R. ^{[1
]}

Veiros, Luis F. ^{[2
]}

Maulide, Nuno ^{[1
]}

机构：

[1] Max Planck Inst Kohlenforsch, D-45470 Mulheim, Germany

[2] Univ Tecn Lisboa, Inst Super Tecn, Ctr Quim Estrutural, P-1049001 Lisbon, Portugal

来源：

ANGEWANDTE CHEMIE-INTERNATIONAL EDITION | 2012年 / 51卷 / 35期

关键词：

alkynes; DFT calculations; furans; gold; rearrangement; sulfonium ylides; PLATINUM; CYCLOISOMERIZATIONS; REARRANGEMENT; KETONES; ALKYNES; SILVER; CARBOALKOXYLATION; CARBENOIDS; COMPLEXES; OXAZOLES;

D O I：

10.1002/anie.201203637

中图分类号：

O6 [化学];

学科分类号：

0703 ;

摘要：

A golden switch: Doubly stabilized sulfonium ylides can be coupled with alkynes in a gold-catalyzed synthesis of heterocycles. This method hinges on a switch in the reactivity of the sulfur ylide resulting from the simple modification of the electron-withdrawing moieties and leads to either furans or furanones bearing a quaternary center (see scheme). Copyright © 2012 WILEY-VCH Verlag GmbH & Co. KGaA, Weinheim.

引用

页码：8886 / 8890

页数：5

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