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Stereoselective synthesis of fluorinated aminoglycosyl phosphonates†
Sanne Bouwman,Romano V. A. Orru,Eelco Ruijter
Organic & Biomolecular Chemistry Pub Date : 12/02/2014 00:00:00 , DOI:10.1039/C4OB02317J
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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