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A new route to exo-glycals using the Ramberg-Backlund rearrangement

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JournalEuropean Journal of Organic Chemistry
DatePublished - Apr 2002
Issue number7
Number of pages18
Pages (from-to)1305-1322
Original languageEnglish

Abstract

A new route to exo-glycals 4 is described in which glycosyl sulfones 3 are subjected to the Meyers variant of the Ramberg-Backlund rearrangement. The conversion of sulfones derived from glucose, galactose, mannose, cellobiose, and ribose into di-, tri-, and tetra-substituted alkenes is reported. Preliminary mechanistic studies of this process are also described. ((C) Wiley-VCH Verlag GmbH, 69451 Weinheim, Germany, 2002).

    Research areas

  • carbohydrates, sulfones, rearrangements, enol ethers, BETA-D-GALACTOSIDASE, WITTIG OLEFINATION, C-GLYCOSIDES, 1-THIOGLYCOSIDES, THIOGLYCOSIDES, DERIVATIVES, LACTONES

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