• Potential usefulness of 4-nitrophenylthio- β-D-glycosides in the chemoselective synthesis of oligosaccharides

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    • Keywords


      Chemoselective glycosylation; thiophilic promoters; alkyl (aryl) thio-glycosides; n-pentenyl-glycosides

    • Abstract


      Condensation of 4-nitrophenylthioD-glycosyl acceptors with ethylthioD-glycosyl donors in the presence of thiophilic promoters IDCP and NIS/TfOH, according to the “latent-active” principle proposed by Royet al, did not proceed in all cases as expected. On the other hand, replacement of the ethylthio function by an n-pentenyloxy group shows promise for the future chemoselective assembly of oligosaccharides.

    • Author Affiliations


      L A J M Sliedregt1 G A Van Der Marel1 J H Van Boom1

      1. Gorlaeus Laboratories, P O Box 9502, RA Leiden - 2300, The Netherlands
    • Dates

  • Journal of Chemical Sciences | News

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