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
see article for more reactions
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.
see article for more examples
Key Words
Wacker-Tsuji Oxidation, Dess-Martin Periodinane
ID: J42-Y2016