Diastereoselective tetrahydropyrone synthesis through transition-metal-free oxidative carbon-hydrogen bond activation

被引：110

作者：

Tu, Wangyang ^{[1
]}

Liu, Lei ^{[1
]}

Floreancig, Paul E. ^{[1
]}

机构：

[1] Univ Pittsburgh, Dept Chem, Pittsburgh, PA 15260 USA

来源：

ANGEWANDTE CHEMIE-INTERNATIONAL EDITION | 2008年 / 47卷 / 22期

关键词：

C-H activation; cyclization; oxidation; substituent effects; synthetic methods;

D O I：

10.1002/anie.200706002

中图分类号：

O6 [化学];

学科分类号：

0703 ;

摘要：

(Chemical Equation Presented) C-C bonds from C-H bonds: Tethering nucleophilic groups to benzylic and allylic ethers allows cyclization reactions by DDQ-mediated oxidative carbon-hydrogen bond activation (see scheme; DDQ = 2,3-dichloro-5,6-dicyano-1,4-benzoquinone). The method is operationally simple, proceeds with a wide range of ether groups, is tolerant of functional groups, and is highly stereoselective. © 2008 Wiley-VCH Verlag GmbH & Co. KGaA.

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收藏

页码：4184 / 4187

页数：4

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