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; Robert Carling

doi:10.1021/ol050337b

Direct conversion of N-methoxy-N-methylamides (Weinreb amides) to ketones via a nonclassical Wittig reaction

Org Lett. 2005 Mar 31;7(7):1427-9. doi: 10.1021/ol050337b.

Authors

John A Murphy¹, Aurélien G J Commeureuc, Thomas N Snaddon, Thomas M McGuire, Tanweer A Khan, Kevin Hisler, Mark L Dewis, Robert Carling

Affiliation

¹ Department of Pure and Applied Chemistry, University of Strathclyde, Thomas Graham Building, 295 Cathedral Street, Glasgow G1 1XL, UK. john.murphy@strath.ac.uk

PMID: 15787523
DOI: 10.1021/ol050337b

Abstract

[reaction: see text] N-Methoxy-N-methylamides (Weinreb amides) are converted efficiently into ketones by reaction with alkylidenetriphenylphosphoranes and in situ hydrolysis of the product.