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Synthesis of 4,4-difluoroglycosides using ring-closing metathesis.

Synthesis of 4,4-difluoroglycosides using ring-closing metathesis. Research Abstract Details 

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  • Synthesis of 4,4-difluoroglycosides using ring-closing metathesis. Abstract Text:

    christophe audouardChristophe Audouard,john fawcettJohn Fawcett,gerry a griffithsGerry A Griffiths,jonathan m percyJonathan M Percy, pintat Pintat,clive a smithClive A Smith,

    4-Deoxy-4,4-difluoro-glycosides have been synthesised for the first time via a direct sequence involving ring-closing metathesis and indium-mediated difluoroallylation with 1-bromo-1,1-difluoropropene in water. Two protecting group strategies were explored, one to allow protection of the primary C-6 hydroxyl group throughout the sequence, while the second was intended to allow deprotection after RCM and before dihydroxylation. The benzyl ether could be used in the first role, and pivaloyl is effective in the second. Dihydroxylations were highly stereoselective and controlled by the orientation of the glycosidic C-O bond.

    Synthesis of 4,4-difluoroglycosides using ring-closing metathesis. Publishing Authors By Initials

    c audouardC Audouard,j fawcettJ Fawcett,ga griffithsGA Griffiths,jm percyJM Percy,s pintatS Pintat,ca smithCA Smith,

    For similar abstracts research abstracts see: abstracts research

    PUBMED ID PMID:

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    Synthesis of 4,4-difluoroglycosides using ring-closing metathesis. Journal Published:

    PUBLICATION TYPE: Research Support, Non-U.S. Gov

    Journal: Organic & biomolecular chemistry

    VOLUME: 2

    Page Numbers: 528-41

    Journal Abbreviation: Org. Biomol. Chem.

    ISSN: 1477-0520

    DAY: 28

    MONTH: 01

    YEAR: 2004

    Synthesis of 4,4-difluoroglycosides using ring-closing metathesis. Information

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    LANGUAGE: eng

    NlmUniqueID: 101154995

    Synthesis of 4,4-difluoroglycosides using ring-closing metathesis. Keywords Mesh Terms:

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    Grant and Affiliation Information for Synthesis of 4,4-difluoroglycosides using ring-closing metathesis.

    AFFILIATION: Department of Chemistry, University of Leicester, University Road, Leicester, UK.

    Country: England

    England Research PublicationEngland Research Publication

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    MEDLINETA: Org Biomol Chem

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