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Hypervalent Iodine as a Terminal Oxidant in Wacker-Type Oxidation of Terminal Olefins to Methyl Ketones

Dipali A. Chaudhari and Rodney A. Fernandes*

*Department of Chemistry, Indian Institute of Technology Bombay, Powai, Mumbai 400076, Maharashtra, India, Email: rfernandchem.iitb.ac.in

D. A. Chaudhari, R. A. Fernandes, J. Org. Chem., 2016, 81, 2113-2121.

DOI: 10.1021/acs.joc.6b00137 (free Supporting Information)


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Abstract

A mimic of the Wacker process initiated by a combination of Pd(II) and Dess-Martin periodinane provides methyl ketones from terminal olefins. This operationally simple and scalable method offers Markovnikov selectivity, has good functional group compatibility, and is mild and high yielding.

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Key Words

Wacker-Tsuji Oxidation, Dess-Martin Periodinane


ID: J42-Y2016