Palladium-catalyzed selective acyloxylation using sodium perborate as oxidant

Lukasz T Pilarski; Pär G Janson; Kálmán J Szabó

doi:10.1021/jo1024199

Palladium-catalyzed selective acyloxylation using sodium perborate as oxidant

J Org Chem. 2011 Mar 4;76(5):1503-6. doi: 10.1021/jo1024199. Epub 2011 Jan 20.

Authors

Lukasz T Pilarski¹, Pär G Janson, Kálmán J Szabó

Affiliation

¹ Department of Organic Chemistry, Stockholm University, Arrhenius Laboratory, SE-10691 Stockholm, Sweden.

PMID: 21250717
DOI: 10.1021/jo1024199

Abstract

Sodium perborate (SPB), a principal component of washing powders, was employed 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 applies to both terminal and internal alkenes, and even benzylic C-H oxidation.

Publication types

Research Support, Non-U.S. Gov't

MeSH terms

Alkenes / chemistry
Borates / chemistry*
Catalysis
Esters / chemical synthesis*
Esters / chemistry
Molecular Structure
Organometallic Compounds / chemistry*
Oxidants / chemistry*
Palladium / chemistry*
Stereoisomerism

Substances

Alkenes
Borates
Esters
Organometallic Compounds
Oxidants
Palladium
sodium perborate