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Direct Conversion of N-Methoxy-N-methylamides (Weinreb Amides) to Ketones via a Nonclassical Wittig Reaction

John A. Murphy,* Aurélien G. J. Commeureuc, Thomas N. Snaddon, Thomas M. McGuire, Tanweer A. Khan, Kevin Hisler, Mark L. Dewis and Robert Carling

*Department of Pure and Applied Chemistry, University of Strathclyde, Thomas Graham Building, 295 Cathedral Street, Glasgow G1 1XL, U.K., Email: john.murphystrath.ac.uk

J. A. Murphy, A. G. J. Commeureuc, T. N. Snaddon, T. M. McGuire, T. A. Khan, K. Hisler, M. L. Dewis, R. Carling, Org. Lett., 2005, 7, 1427-1429.

DOI: 10.1021/ol050337b (free Supporting Information)


Abstract

Weinreb amides are efficiently converted into ketones by reaction with alkylidenetriphenylphosphoranes and in situ hydrolysis of the intermediate.

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Key Words

Wittig Reaction Ketones


ID: J54-Y2005-350