Abstract

The synthesis of fused bicyclic oxazolidin‐2‐one (OZO) iminosugars was achieved through a tandem Staudinger reduction/retro‐Michael/intramolecular Michael addition from the corresponding OZO azidosugars. Those precursors, based on both aldopentofuranoses and ketofuranohexoses backbones, were obtained following alkylation and oxidation of the related oxazolidine‐2‐thione (OZT) azidosugars. Eight OZO based iminosugars were isolated in good yields and evaluated for their potency as glycosidases inhibitors, thus extending the family of known 1‐Deoxynojirimycin (DNJ) bicyclic analogues.

Full Text
Published version (Free)

Talk to us

Join us for a 30 min session where you can share your feedback and ask us any queries you have

Schedule a call