New short route to unsaturated fluoroketonucleosides: Case of 5-fluoro-1-(6-O-acetyl-3,4-di-deoxy-3-fluoro-beta-D-glycero-hex-3-eno-py ranos-2-ulosyl) uracil

Abstract

The proposed short synthesis involves two key steps: Oxidation of the isopropylidene derivative of the 3 fluoronucleoside possessing a free hydroxyl group in 2-position and acetylation of deprotected 3-fluoro-2-ketonucleoside which, after a beta-elimination reaction, gives the desired unsaturated ketonucleoside 5.