Synthesis and Characterization of the First Perfluorinated Carbohydrate

J Org Chem. 1999 Oct 29;64(22):8127-8129. doi: 10.1021/jo9907033.

Abstract

The first perfluorinated carbohydrate (sugar) has been recently synthesized by carefully controlled reactions of elemental fluorine with the carbohydrate 1,2:3,5-di-O-isopropylidene-D-xylofuranose. We have synthesized the compound perfluoro-1,2:3,5-di-O-isopropylidene-D-xylofuranose. The compound is unambiguously characterized by (19)F NMR and two-dimensional (19)F NMR.