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Synthesis 1991; 1991(2): 150-155
DOI: 10.1055/s-1991-26401
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Enantiospecific Synthesis of Polyoxamic Acid from L-Arabinose

A. Duréault* , F. Carreaux, 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:
27 September 2002 (online)

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An enantiospecific synthesis of polyoxamic acid, 2-amino-2-deoxy-L-xylonic acid, by phenylthiolate opening of a five-carbon chiral hydroxylated aziridine easily derived from L-arabinose is reported. The formation of the carboxyl group resulted from a Pummerer reaction.