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Catalytic hydrogenation of methyl 3,4-diazatricyclo-[5.2.1.02,6]dec-4-ene-5-carboxylate

  • V. A. Gorpinchenko
  • D. V. Petrov
  • S. L. Khursan
  • V. A. DokichevEmail author
  • Yu. V. Tomilov
Article

The hydrogenation at Raney nickel of the pyrazoline ring in methyl exo-3,4-diazatricyclo-[5.2.1.02,6]dec-4-ene-5-carboxylate takes place quantitatively with the preferential formation of the trans isomer of 5-amino-exo-3-azatricyclo[5.2.1.02,6]decan-4-one. The 3-methoxycarbonylmethyl-, 3-acetyl-, and 3-nitroso-substituted esters are not hydrogenated under these conditions.

Keywords

5-amino-exo-3-azatricyclo[5.2.1.02,6]decane 5-amino-exo-3-azatricyclo[5.2.1.02,6]decan-4-one methyl 3,4-diazatricyclo[5.2.1.02,6]dec-4-ene-5-carboxylate Raney nickel catalytic hydrogenation 

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Copyright information

© Springer Science+Business Media, Inc. 2009

Authors and Affiliations

  • V. A. Gorpinchenko
    • 1
  • D. V. Petrov
    • 1
  • S. L. Khursan
    • 1
  • V. A. Dokichev
    • 1
    Email author
  • Yu. V. Tomilov
    • 2
  1. 1.Institute of Organic ChemistryUfa Scientific Center of the Russian Academy of SciencesUfaRussia
  2. 2.N. D. Zelinsky Institute of Organic ChemistryRussian Academy of SciencesMoscowRussia

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