Reaction of 6, 8-di-tert-butylspiro[4,5]deca-1-oxa-5,8-diene-2,7-dione with acid agents

  • A. A. Volod'kin
  • R. D. Malysheva
  • V. V. Ershov
Brief Communications
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Conclusions

  1. 1.

    The action of acid agents on 6, 8-di-tert-butylspiro[4.5]deca-1-oxa-5,8-diene-2,7-dione results in the initial opening of the lactone ring with a retention of the cyclohexadiene structure, and then the isomerization of the thus formed carbonium ion with migration of the carbonium ion center in two directions, and specifically in the six-membered ring and in the side chain.

     
  2. 2.

    The migration direction of the intermediately formed carbonium ion depends on the temperature.

     

Keywords

Migration Dione Lactone Migration Direction Initial Opening 
These keywords were added by machine and not by the authors. This process is experimental and the keywords may be updated as the learning algorithm improves.
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Literature cited

  1. 1.
    R. Woodworth and T. Singht, J. Am. Chem. Soc.,72, 494 (1950).Google Scholar
  2. 2.
    L. Denivelle and M. Hedayatullah, Compt. Rend.,253, 2711 (1961).Google Scholar
  3. 3.
    A. A. Volod'kin, R. D. Malysheva, and V. V. Ershov, Izv. Akad. Nauk SSSR, Ser. Khim.,1982, 1594.Google Scholar
  4. 4.
    A. A. Volod'kin, R. D. Malysheva, and V. V. Ershov, Izv. Akad. Nauk SSSR, Ser. Khim.,1982, 715.Google Scholar
  5. 5.
    E. Müller, R. Mayer, H. Spanagel, and K. Scheffler, Ann. Chem.,645, 53 (1961).Google Scholar

Copyright information

© Plenum Publishing Corporation 1983

Authors and Affiliations

  • A. A. Volod'kin
    • 1
  • R. D. Malysheva
    • 1
  • V. V. Ershov
    • 1
  1. 1.Institute of Chemical PhysicsAcademy of Sciences of the USSRMoscow

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