Direct conversion of pyranose anomeric OH→F→R in the artemisinin family of antimalarial trioxanes

Abstract

Eleven examples form the basis of a short and effective synthetic method for replacement of an anomeric fluorine atom by saturated, unsaturated, aryl and heteroaryl carbon nucleophiles to prepare α- or β-oriented C10-R derivatives of the trioxane 10-deoxoartemisinin.