Gold-Catalyzed Synthesis of Furans and Furanones from Sulfur Ylides

被引：103
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.
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收藏
页码：8886 / 8890
页数：5
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