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

Fawcett, John and Griffiths, Gerry A and Percy, Jonathan and Pintat, Stephane and Smith, Clive A and Spencer, Neil S and Uneyama, Emi (2004) Towards conformationally-locked difluorosugar analogues : an unexpected sense of dihydroxylation. Chemical Communications, 2004 (3). pp. 302-303. ISSN 1359-7345

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Abstract

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.