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Synlett 2001; 2001(8): 1329-1331
DOI: 10.1055/s-2001-16039
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Chemistry of Imino Glycals: Preparation and Application to the Synthesis of (+)-Fagomine

Jérôme Désiré* , Paul J. Dransfield, Paul M. Gore, Michael Shipman
  • *School of Chemistry, University of Exeter, Stocker Road, Exeter, EX4 4QD, UK; Fax + 44 1392 26 34 34; E-mail: m.shipman@exeter.ac.uk
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Publication Date:
31 December 2001 (online)

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The synthesis of imino glucal 2 from tri-O-benzyl-d-glucal in 8 steps is described. This novel imino sugar building block is further converted into (+)-fagomine by a two-step hydrogenation sequence.

carbohydrates - piperidines - stereoselective synthesis - imino glycals - (+)-fagomine

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