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

  • Carbohydrates and Lipids: Synthesis and Outlook
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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.

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Authors and Affiliations

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

    L. A. J. M. Sliedregt, G. A. Van Der Marel & J. H. Van Boom

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  1. L. A. J. M. Sliedregt
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  2. G. A. Van Der Marel
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  3. J. H. Van Boom
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Sliedregt, L.A.J.M., Van Der Marel, G.A. & Van Boom, J.H. Potential usefulness of 4-nitrophenylthio- β-D-glycosides in the chemoselective synthesis of oligosaccharides. Proc. Indian Acad. Sci. (Chem. Sci.) 106, 1213–1224 (1994). https://doi.org/10.1007/BF02841928

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  • DOI: https://doi.org/10.1007/BF02841928

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