Palladium-Catalyzed Ligand-Directed
Oxidative Functionalization of Cyclopropanes

Asako Kubota; Melanie S. Sanford

doi:10.1055/s-0030-1260087

SPECIALTOPIC

Palladium-Catalyzed Ligand-Directed Oxidative Functionalization of Cyclopropanes

Asako Kubota, Melanie S. Sanford*
University of Michigan, Department of Chemistry, 930 N. University Ave, Ann Arbor, MI 48109, USA
Fax: +1(734)6474865; e-Mail: mssanfor@umich.edu;

Abstract

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Abstract

This report describes the palladium-catalyzed functionalization of cyclopropanes containing oxazoline, oxime ether, and pyridine directing groups. Three different oxidants were examined in these studies: IOAc, PhI(OAc)₂, and benzoquinone. The reactions yielded products derived from 2˚ sp^³ C-H functionalization and/or C-C activation of the cyclopropane ring. The outcome and the product distributions were highly dependent on the structure of the substrate and the nature of the oxidant.

Key words

cyclopropane - C-H functionalization - palladium - cleavage - homogeneous catalysis

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