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  • Title: Facile synthesis of β- and α-arabinofuranosides and application to cell wall motifs of M. tuberculosis.
    Author: Thadke SA, Mishra B, Hotha S.
    Journal: Org Lett; 2013 May 17; 15(10):2466-9. PubMed ID: 23659307.
    Abstract:
    Propargyl 1,2-orthoesters of arabinose are exploited for the synthesis of 1,2-trans furanosides; easily accessible 1,2-trans ribofuranosides are converted to challenging 1,2-cis-arabinofuranosides by oxidoreduction. Utility of these protocols was demonstrated by the successful synthesis of major structural motifs present in the cell surface of Mycobacterium tuberculosis. Key furanosylations were carried out under gold-catalyzed glycosidation conditions.
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