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  • Title: A surprising C-4 epimerization of 5-deoxy-5-sulfonylated pentofuranosides under Ramberg-Bäcklund reaction conditions.
    Author: Pal TK, Pathak T.
    Journal: Carbohydr Res; 2008 Nov 03; 343(16):2826-9. PubMed ID: 18790475.
    Abstract:
    Treatment of methyl 5-deoxy-2,3-O-isopropylidene-5-(benzylsulfonyl)-β-D-ribofuranoside with CBr(2)F(2)-KOH/Al(2)O(3) afforded the corresponding olefinic sugar. The methyl- and the isopropyl-analogues in contrast underwent epimerization at C-4 to generate the α-L-lyxo derivatives.
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