Stereoselective conversion of 2′,3′-dideoxydidehydro carbocyclic nucleosides into 2′-deoxy carbocyclic nucleosides
Abstract
Treatment of 2′,3′-dideoxydidehydro carbocyclic nucleosides 5–9 with N-bromoacetamide in AcOH gives bromoesters 10–14 with good stereocontrol: debromination and hydrolysis furnishes 2′-deoxy carbocyclic nucleosides, e.g. 22.