The radical decarboxylative azidation of structurally diverse uronic acids has been established as an efficient approach to reverse glycosyl azides and rare sugar-derived glycosyl azides under the action of Ag 2 CO 3 , 3-pyridinesulfonyl azide, and K 2 S 2 O 8 . The power of this method has been highlighted by the divergent synthesis of 4'- C -azidonucleosides using Vorbrüggen glycosylation of nucleobases with 4- C -azidofuranosyl acetates. The antiviral assessment of the resulting nucleosides revealed one compound as a potential inhibitor of covalently closed circular DNA.