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Synthesis 1996; 1996(2): 223-229
DOI: 10.1055/s-1996-4192
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Enantioselective Syntheses of (R)- and (S)-Hexahydropyridazine-3-carboxylic Acid Derivatives

Ulrich Schmidt* , Christine Braun, Heinz Sutoris
  • *Institut für Organische Chemie und Isotopenforschung der Universität Stuttgart, Pfaffenwaldring 55, D-70569 Stuttgart, Germany
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Publication History

Publication Date:
31 December 2000 (online)

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Appropriately protected optically active tetrahydropyridazine-3-carboxylic acid and hexahydropyridazine-3-carboxylic acid were prepared via ring closure of α-hydrazino- and δ-hydrazinopentanoates. Either optically active glutamic acid or an enantioselective catalytic hydrogenation was used to generate the chiral center. The numerous optically active intermediates are valuable starting materials for the synthesis of other unusual amino acids.

Protected optically active hexahydropyridazine-3-carboxylic acid from glutamic acid or by enantioselective hydrogenation.