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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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Supplementary files

Article information


Submitted
31 Oct 2014
Accepted
30 Nov 2014
First published
02 Dec 2014

Org. Biomol. Chem., 2015,13, 1317-1321
Article type
Communication
Author version available

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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