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Synthesis of 2,3-unsaturated glycosides via metal-free Ferrier reaction
Authors:Kavita De,Daniè  le Bonnet-Delpon
Affiliation:Laboratoire BioCIS-CNRS, Faculté de Pharmacie, Univ Paris Sud, rue JB Clément, F-92296 Chatenay-Malabry, France
Abstract:
Hexafluoroisopropanol (HFIP) is explored as an effective medium for the synthesis of 2,3-unsaturated glycosides through allylic rearrangement of 3,4,6-tri-O-acetyl glucal. This metal-free, exclusively solvent-promoted Ferrier glycosylation, affords products in good to excellent yields and with good α-selectivity.
Keywords:Fluorine   Hexafluoropropan-2-ol   Sugar   Glycals
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