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Palladium-Catalyzed Selective Acyloxylation Using Sodium Perborate as Oxidant

Lukasz T. Pilarski, Pär G. Janson and Kálmán J. Szabó*

*Department of Organic Chemistry, Stockholm University, Arrhenius Laboratory, SE-10691 Stockholm, Sweden, Email: kalmanorgan.su.se

L. T. Pilarski, P. G. Janson , K. J. Szabó, J. Org. Chem., 2011, 76, 1503-1506.

DOI: 10.1021/jo1024199


Abstract

Sodium perborate (SPB), a principal component of washing powders, can be used as an inexpensive and eco-friendly oxidant in the palladium-catalyzed C-H acyloxylation of alkenes in excellent regio- and stereochemistry. The reactions used anhydrides as acyloxy sources. The method enables the conversion of both terminal and internal alkenes, and allows even benzylic C-H oxidation.

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Key Words

Allylic Alcohols, Sodium Perborate


ID: J42-Y2011-0530