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2-deoxy-2-iodo-beta-glucopyranosyl fluorides: mild and highly stereoselective glycosyl donors for the synthesis of 2-deoxy-beta-glycosides from beta-hydroxy ketones

Academic Article
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Overview

authors

  • Blanchard, N.
  • Roush, William

publication date

  • January 2003

journal

  • Organic Letters  Journal

abstract

  • 2-Deoxy-2-iodo-beta-glucopyranosyl fluoride 14 is a highly stereoselective glucopyranosyl donor that may be activated under mild conditions. Application of this new glycosyl donor to the glycosidation reactions of a variety of acceptors including beta-hydroxy ketones affords beta-glycosides with high efficiency and stereoselectivity. [reaction--see text]

subject areas

  • Fluorides
  • Glycosides
  • Ketones
  • Molecular Structure
  • Stereoisomerism
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Identity

International Standard Serial Number (ISSN)

  • 1523-7060

Digital Object Identifier (DOI)

  • 10.1021/ol027257h

PubMed ID

  • 12509896
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Additional Document Info

start page

  • 81

end page

  • 84

volume

  • 5

issue

  • 1

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