Pp. 381-429 (49)
Martin Hein and Ralf Miethchen
The review demonstrates how carbohydrate chemists exploit the two
fundamental strategies of organofluorine chemistry; (a) direct introduction of
fluorine atom(s) or fluorinated groups by appropriate reagents in a late synthetic
step, or (b) linking of fluorine-containing “building blocks“ with various reactants
(including enantioselective approaches), in order to synthesize a wide variety of
fluorinated sugars. Numerous representative examples of these strategies are
provided and discussed. Also included are a number of recommended
experimental procedures (provided at the end of sections 1-3). In addition to
reviewing various convenient fluorinating reagents that have so far been applied to
carbohydrate chemistry, the utility of glycosyl fluorides in chemical and enzymatic
glycosylations are also examined.
University of Rostock, Department of Organic Chemistry, Albert-Einstein-Strasse 3a, 18059 Rostock, Germany.