Glycoside difluoromethyl

Three approaches can be used to prepare C-difluoromethyl glycosides hydrogenation of difluorovinylic precursors, difluoromethylation reactions, and synthesis from difluoromethyl synthons. 

The catalytic hydrogenation of difluorovinylic compounds affords C-difluoro-methyl glycosides and 2-, 3-, or 5-C-difluoromethyl sugars vide supra) (Figure 6.29). In the a-pyranose series, hydrogenation of the exocyclic double bond occurs on the jS... 

Two methods based on the use of aldonolactones, mentioned in the above section on pyranoid Q-glycosides, can be used to obtain furanoid aryl C-glycosides and difluoromethyl analogues. 

Full details of an earlier paper (Vol. 23, p.40, ref. 178) on the synthesis of a range of difluoromethyl C-glycosides by difluoromediylenation of sugar lactones followed by hydrogenation of the glycosylidene derivatives has appeared. ... 

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