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Synthesis 1996; 1996(11): 1371-1374
DOI: 10.1055/s-1996-4376
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Synthesis of a Boronic Acid Analogue of L-Ornithine

Caroline Lebarbier, François Carreaux, Bertrand Carboni*
  • *Groupe de Recherches de Physicochimie Structurale, URA CNRS n°704, Université de Rennes 1, Campus de Beaulieu, F-35042 Rennes Cédex, France, Fax +33(99)286955; E-mail bertrand.carboni@univ-rennes1.fr.
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Publication Date:
31 December 2000 (online)

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The asymmetric synthesis of (R)-1,4-diaminobutane-1-boronic acid dihydrochloride, the amino boronic acid analogue of L-ornithine, is described. The key step of our approach utilized the Matteson boronic ester homologation of (+)-pinanediol 3-azidopropaneboronate to create and control the stereochemistry of the chiral center.

polyamines - ornithine decarboxylase - asymmetric synthesis - α-amino boronic acid - homologation reaction

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