Advances in Organic Synthesis

Volume: 2

Modern Organofluorine Chemistry-Synthetic Aspects

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The volume focuses on recent advances in organofluorine chemistry directed towards selective fluorine introduction into various target molecules, employing both traditional and contemporary, ...
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Fluorinated Carbohydrates

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.