4.5 Article

Synthesis of Oxaphosphinane-Based Pseudodisaccharides

Journal

EUROPEAN JOURNAL OF ORGANIC CHEMISTRY
Volume 2017, Issue 36, Pages 5357-5369

Publisher

WILEY-V C H VERLAG GMBH
DOI: 10.1002/ejoc.201700878

Keywords

Glycosylation; Carbohydrates; Disaccharides; Glycomimetics; Phosphorus; Glycosides

Funding

  1. Averroes-ERASMUS MUNDUS program

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The synthesis of pseudodisaccharides based on an oxaphosphinane heterocycle is described. Disaccharide mimetics 5 and 6 were readily obtained through glycosylation of a hydroxy group with appropriately protected furanosyl or pyranosyl carbohydrates using a trichloroacetamidate coupling strategy. Selective or complete deprotection then produced the chiral pseudodisaccharides in good yields.

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