Stereoselective synthesis of fluorinated aminoglycosyl phosphonates?

Organic & Biomolecular Chemistry Pub Date: 2014-12-02 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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