Journal of Carbohydrate Chemistry p. 361 - 370 (1996)
Update date:2022-08-10
Topics:
Lavaire
Plantier-Royon
Portella
The synthesis of 3-deoxy-1,2-O-isopropylidene-3-C-trifluoromethyl-α-D-ribofuranose is described. After a first approach from a commercial D-xylose derivative which was limited by an incomplete stereoselectivity, the synthesis of the title compound was performed from 1,2:5,6-di-O-isopropylidene-α-D-glucofuranose by a reaction sequence where key steps: trifluoromethylation with CF3SiMe3 and radical deoxygenation are highly stereoselective.
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