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
收藏
页码：5958 / 5961
页数：4
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