Pd-catalyzed stereoselective oxidation of methyl groups by inexpensive oxidants under mild conditions: A dual role for carboxylic anhydrides in catalytic C-H bond oxidation

被引：381

作者：

Giri, R ^{[1
]}

Liang, J ^{[1
]}

Lei, JG ^{[1
]}

Li, JJ ^{[1
]}

Wang, DH ^{[1
]}

Chen, X ^{[1
]}

Naggar, IC ^{[1
]}

Guo, CY ^{[1
]}

Foxman, BM ^{[1
]}

Yu, JQ ^{[1
]}

机构：

[1] Brandeis Univ, Dept Chem, Waltham, MA 02454 USA

来源：

ANGEWANDTE CHEMIE-INTERNATIONAL EDITION | 2005年 / 44卷 / 45期

关键词：

asymmetric catalysis; C-H activation; oxidation; palladium; peroxides;

D O I：

10.1002/anie.200502767

中图分类号：

O6 [化学];

学科分类号：

0703 ;

摘要：

(Chemical Equation Presented) Unactivated CH3 groups in 2-oxazolines are oxidized by inexpensive oxidants, such as tert-butyl peroxyacetate and lauroyl peroxide, in the presence of a catalytic amount of Pd(OAc)2. Carboxylic anhydrides are essential for both the oxidation of the Pd-C bonds and regeneration of Pd(OAc)2. The use of [D 6]Ac2O as the solvent shows that the acetyl group incorporated into the product is from acetic anhydride rather than the oxidant (see scheme). © 2005 Wiley-VCH Verlag GmbH & Co. KGaA.

引用

页码：7420 / 7424

页数：5

共 34 条

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