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Letter

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

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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., International Flavors and Fragrances (IFF-R & D), 1515 State Highway 36, Union Beach, New Jersey 07735, and Merck, Sharp & Dohme Ltd., Neuroscience Research Centre, Terlings Park, Eastwick Road, Harlow, Essex CM20 2QR, U.K.

Org. Lett., 2005, 7 (7), pp 1427–1429

DOI: 10.1021/ol050337b

Publication Date (Web): March 5, 2005

In papers with more than one author, the asterisk indicates the name of the author to whom inquiries about the paper should be addressed.

†

University of Strathclyde.

‡

International Flavors and Fragrances.

Merck, Sharp & Dohme Ltd.

, john.murphy@strath.ac.uk

Abstract

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

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Published In Issue March 31, 2005
Received February 17, 2005

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Letter

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

Abstract

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SciFinder Links

History

Recommend & Share

Related Content

An Easy and Convenient Synthesis of Weinreb Amides and Hydroxamates

A Convenient Method for the Conversion of Hindered Carboxylic Acids to N-Methoxy-N-methyl (Weinreb) Amides

A One-Flask Synthesis of Weinreb Amides from Chiral and Achiral Carboxylic Acids Using the Deoxo-Fluor Fluorinating Reagent

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