Towards conformationally-locked difluorosugar analogues: an unexpected sense of dihydroxylation

Difluorinated cyclooctenones, synthesised using RCM, can be used as templates for stereoselective oxidative transformations to products that undergo transannular reactions to afford conformationally-locked analogues of 2-deoxy-2,2-difluorosugars with different stereochemical relationships between th...

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Veröffentlicht in:Chemical communications (Cambridge, England) England), 2004-02 (3), p.302-303
Hauptverfasser: Fawcett, John, Griffiths, Gerry A, Percy, Jonathan M, Pintat, Stéphane, Smith, Clive A, Spencer, Neil S, Uneyama, Emi
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container_issue 3
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container_title Chemical communications (Cambridge, England)
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creator Fawcett, John
Griffiths, Gerry A
Percy, Jonathan M
Pintat, Stéphane
Smith, Clive A
Spencer, Neil S
Uneyama, Emi
description Difluorinated cyclooctenones, synthesised using RCM, can be used as templates for stereoselective oxidative transformations to products that undergo transannular reactions to afford conformationally-locked analogues of 2-deoxy-2,2-difluorosugars with different stereochemical relationships between the C-2 and C-3 hydroxyl groups.
doi_str_mv 10.1039/b313813e
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source MEDLINE; Royal Society of Chemistry Journals Archive (1841-2007); Royal Society Of Chemistry Journals 2008-; Alma/SFX Local Collection
subjects Carbohydrate Conformation
Cyclization
Deoxy Sugars - chemistry
Fluorine - chemistry
Hydroxylation
Stereoisomerism
title Towards conformationally-locked difluorosugar analogues: an unexpected sense of dihydroxylation
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