Issue 5, 2015

Stereoselective synthesis of fluorinated aminoglycosyl phosphonates

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

Supplementary files

Article information

Article type
Communication
Submitted
31 Oct 2014
Accepted
30 Nov 2014
First published
02 Dec 2014

Org. Biomol. Chem., 2015,13, 1317-1321

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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