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Synlett 2000; 2000(10): 1450-1451
DOI: 10.1055/s-2000-7632
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Scandium Triflate Catalyzed Ferrier Rearrangement: An Efficient Synthesis of 2,3-Unsaturated Glycopyranosides

J. S. Yadav* , B. V. Subba Reddy, C. V. S. R. Murthy, G. Mahesh Kumar
  • *Organic Chemistry Division-I, Indian Institute of Chemical Technology, Hyderabad-500 007, India
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Publication Date:
31 December 2000 (online)

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Scandium(III) trifluoromethanesulfonate is found to catalyze efficiently the O-glycosidation of 3,4,6-tri-O-acetyl-d-glucal with various alcohols and phenols to afford the corresponding 2,3-unsaturated glycosides in excellent yields with good anomeric selectivity.

glucal - scandium triflate - Ferrier rearrangement - glycosides