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Syntheses of ethyl 3-deoxy-3,3-difluoro-d-arabino-heptulosonate and analogues
Authors:Yuan Li  Elizabeth V Welchman  Shende Jiang  Gurdial Singh
Affiliation:a Department of Chemistry, University of Sunderland, Sunderland SR1 3SD, UK
b Department of Chemistry, University of Reading, Whiteknights, Reading RG6 6AD, UK
c High Force Research Ltd, Bowburn, Durham DH6 5PF, UK
Abstract:
The difluorinated analogues of 3-deoxy-d-arabino-heptulosonic acid (DAH) 12, 24 and its enantiomer have been synthesised from d- and l-erythrose via a Reformatsky reaction which gave a mixture of diastereoiosmers in favour of the anti isomer.
Keywords:Reformatsky reaction   Shikimate pathway   Carbohydrate   Fluorinated ulosonates   Enzyme inhibitors
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