Fluoro-C-glycosides and fluoro-carbasugars, hydrolytically stable and synthetically challenging glycomimetics

Chem Soc Rev. 2013 May 21;42(10):4270-83. doi: 10.1039/c2cs35403a. Epub 2012 Dec 4.

Abstract

Fluoro-C-glycosides and fluoro-carbasugars are a particular subclass of hydrolytically stable glycomimetics that are expected to have different, hopefully improved properties thanks to the stereoelectronic features of the fluoroalkyl moiety. This review summarizes the studies devoted to the synthesis of such structures as well as the studies regarding their conformational behaviour and their potential as carbohydrate analogues.

Publication types

  • Review

MeSH terms

  • Carbasugars / chemical synthesis
  • Carbasugars / chemistry*
  • Cyclization
  • Cycloaddition Reaction
  • Fluoridation
  • Glycosides / chemical synthesis
  • Glycosides / chemistry*

Substances

  • Carbasugars
  • Glycosides