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Synlett 1991; 1991(4): 225-226
DOI: 10.1055/s-1991-20685
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Enantiospecific Syntheses of 2,5-Dideoxy-2,5-imino-D-mannitol and -L-iditol from D-Mannitol

A. Duréault* , M. Portal, J. C. Depezay
  • *Laboratoire de Chimie et Biochimie Pharmacologiques et Toxicologiques (UA 400 CNRS), Université René Descartes, 45 Rue des Saints-Pères. F-75270 Paris Cedex 06, France
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Publication Date:
07 March 2002 (online)

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DMDP (2,5-dideoxy-2,5-imino-D-mannitol; 1) and 2,5-dideoxy-2,5-imino-L-iditol (2) have been synthesized in an enantiospecific way, starting from D-mannitol. Key transformations included the C-2 and C-5 configuration inversion of D-mannitol and the stereocontrolled cyclization of C 2 symmetrical 2,5-bis(hydroxymethyl)-3,4-dihydroxypyrrolidines 1 and 2.