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Stereoselective synthesis of 2-deoxy-beta-galactosides via 2-deoxy-2-bromo- and 2-deoxy-2-iodo-galactopyranosyl donors

Academic Article
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Overview

authors

  • Durham, T. B.
  • Roush, William

publication date

  • May 2003

journal

  • Organic Letters  Journal

abstract

  • [reaction: see text] A series of 2-bromo- and 2-iodo-galactopyranosyl acetates and trichloroacetimidates were evaluated as glycosyl donors for the synthesis of 2-deoxygalactopyranosides. The best selectivity for the beta-glycosidic linkage was achieved by using 6-deoxy-3,4-carbonate-protected galactosyl donors.

subject areas

  • Carbohydrate Conformation
  • Carbohydrate Sequence
  • Galactosides
  • Glycosylation
  • Indicators and Reagents
  • Oligosaccharides
  • Stereoisomerism
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Identity

International Standard Serial Number (ISSN)

  • 1523-7060

Digital Object Identifier (DOI)

  • 10.1021/ol034393t

PubMed ID

  • 12762674
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Additional Document Info

start page

  • 1871

end page

  • 1874

volume

  • 5

issue

  • 11

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