Mechanistic Insight into the Palladium-Catalyzed 1,4-Oxidation of 1,3-Dienes to 1,4-Dicarboxy-alk-2-enes

被引：13

作者：

Eastgate, Martin D. ^{[1
]}

Buono, Frederic G. ^{[1
]}

机构：

[1] Bristol Myers Squibb, Proc Res & Dev, New Brunswick, NJ 08903 USA

来源：

ANGEWANDTE CHEMIE-INTERNATIONAL EDITION | 2009年 / 48卷 / 32期

关键词：

dienes; homogeneous catalysis; oxidation; palladium; reaction mechanisms; BENZOQUINONE; OXIDATION;

D O I：

10.1002/anie.200901614

中图分类号：

O6 [化学];

学科分类号：

0703 ;

摘要：

Side products get involved: The 1,4-oxidation of a diene transforms a simple hydrocarbon into an extremely useful intermediate. A complex formed in situ between palladium and a bicyclic Diels-Alder adduct, which is produced as a side product during the reaction, was responsible for the high rate and high diastereoselectivity observed in the oxidation of cyclohexadiene (see scheme). © 2009 Wiley-VCH Verlag GmbH & Co. KGaA.

引用

页码：5958 / 5961

页数：4

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