An easy access to spiroannulated glyco-oxetane, -thietane and -azetane rings: synthesis of spironucleosides

The key intermediate 11 derived from d-glucose and possessing bis-mesylmethyl (MsO·CH2–) functionality at C-4, was used to generate spirocycles 12, 13 and 15 via one-step procedures. The spirocompounds 12 and 13 were subsequently converted into the corresponding spironucleosides 24 and 26 in good yield using Vorbrüggen reaction conditions.