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Oxazepines and thiazepines, XXIV synthesis of optically active 2,3-dihydro-2-methyl-1,5-benzoxazepin-4(5H)-ones

Oxazepine und Thiazepine, XXIV: Darstellung optisch aktiver 2,3-Dihydro-2-methyl-1,5-benzoxazepin-4(5H)-one

  • Organische Chemie Und Biochemie
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Summary

2,3-Dihydro-2(R)-methyl-1,5-benzoxazepin-4(5H)-one [(R)-3] and its enantiomer (S)-3 have been synthesized via the optical resolution and subsequent chemical transformations of (±)-3-(2-nitrophenoxy)butyric acid (1). Compounds (R)-3 and (S)-3 were converted into optically active 1,5-benzoxazepines (R)-7–(R)-14 and (S)-15–(S)-32.

Zusammenfassung

2,3-Dihydro-2(R)-methyl-1,5-benzoxazepin-4(5H)-on [(R)-3] und sein Enantiomeres (S)-3 wurden durch Racemattrennung und weitere chemische Umsetzungen von (±)-3-(2-Nitrophenoxy)buttersäure (1) dargestellt. Die Verbindungen (R)-3 und (S)-3 wurden in die optisch aktiven 1,5-Benzoxazepine (R-7 bis (R)-14 und (S)-15 bis (S)-32 übergeführt.

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Authors and Affiliations

  1. Department of Organic Chemistry, Kossuth Lajos University, H-4010, Debrecen, Hungary

    Albert Lévai

  2. Lehrstuhl für Strukturchemie, Ruhr-Universität, D-4630, Bochum 1, Federal Republic of Germany

    Jürgen Ott & Günther Snatzke

Authors
  1. Albert Lévai
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  2. Jürgen Ott
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  3. Günther Snatzke
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Lévai, A., Ott, J. & Snatzke, G. Oxazepines and thiazepines, XXIV synthesis of optically active 2,3-dihydro-2-methyl-1,5-benzoxazepin-4(5H)-ones. Monatsh Chem 123, 919–930 (1992). https://doi.org/10.1007/BF00811547

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  • DOI: https://doi.org/10.1007/BF00811547

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