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ChemInform Abstract: 2-Deoxy-2-iodo- and 2-Deoxy-2-bromo-α-glucopyranosyl Trichloroacetimidates: Highly Reactive and Stereoselective Donors for the Synthesis of 2-Deoxy-β-glycosides.

✍ Scribed by William R. Roush; Benjamin W. Gung; Chad E. Bennett

Publisher: John Wiley and Sons
Year: 2010
Weight: 33 KB
Volume: 30
Category: Article
ISSN: 0931-7597
DOI: 10.1002/chin.199947217

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1999 carbohydrates carbohydrates U 0500 47 -218 2-Deoxy-2-iodo-α-mannopyranosyl and -talopyranosyl Acetates: Highly Stereoselective Glycosyl Donors for the Synthesis of 2-Deoxyα-glycosides. -Reactions of the title compounds with various glycosyl acceptors in the presence of TmsOTf are found to yiel

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Novel Bicyclic Donors for the Synthesis of 2-Deoxy-β-glycosides. -Treatment of the novel heterocyclic donors (V) with a variety of alcohols in the presence of TfOH results in formation of β-glycosides with excellent stereoselectivity. Subsequent desulfurization with Raney-Ni efficiently gives 2-deo