The preparation and utility of ethyl 2-(5′-O-t-butyldimethylsilyl-2′,3′-O-isopropylidene-β-D-ribofuranosyl)propenoate as a key intermediate for C-nucleoside synthesis

Abstract

We describe a short route from D-ribose to compounds (Ib) and (Ic), which can be converted into the showdomycin derivative (IIb) and certain novel C-nucleosides, A key step in this synthetic sequence involved a stereoselective cyclisation facilitated by the use of phenylselenenyl chloride.