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Flexible and Chemoselective Oxidation of Amides to α-Keto Amides and α-Hydroxy Amides
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    Flexible and Chemoselective Oxidation of Amides to α-Keto Amides and α-Hydroxy Amides
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    Institute of Organic Chemistry, Faculty of Chemistry, University of Vienna, Währinger Straße 38, 1090 Vienna, Austria
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    Journal of the American Chemical Society

    Cite this: J. Am. Chem. Soc. 2017, 139, 19, 6578–6581
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    https://doi.org/10.1021/jacs.7b02983
    Published May 9, 2017
    Copyright © 2017 American Chemical Society

    Abstract

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    A suite of flexible and chemoselective methods for the transition-metal-free oxidation of amides to α-keto amides and α-hydroxy amides is presented. These highly valuable motifs are accessed in good to excellent yields and stereoselectivities with high functional group tolerance. The utility of the method is showcased by the formal synthesis of a potent histone deacetylase inhibitor.

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