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Issue 5, 2015
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Stereoselective synthesis of fluorinated aminoglycosyl phosphonates

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Abstract

We describe the conjugate addition of lithiated difluoromethanephosphonates to a diverse range of nitroglycals as a convenient method for the highly stereoselective synthesis of fluorinated aminoglycosyl phosphonates. Our approach provides opportunities to produce hydrolytically stable mimics of biologically important aminoglycosyl phosphates.

Graphical abstract: Stereoselective synthesis of fluorinated aminoglycosyl phosphonates

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Publication details

The article was received on 31 Oct 2014, accepted on 30 Nov 2014 and first published on 02 Dec 2014


Article type: Communication
DOI: 10.1039/C4OB02317J
Author version available: Download Author version (PDF)
Citation: Org. Biomol. Chem., 2015,13, 1317-1321
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    Stereoselective synthesis of fluorinated aminoglycosyl phosphonates

    S. Bouwman, R. V. A. Orru and E. Ruijter, Org. Biomol. Chem., 2015, 13, 1317
    DOI: 10.1039/C4OB02317J

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