Conclusions
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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.
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2.
The migration direction of the intermediately formed carbonium ion depends on the temperature.
Literature cited
R. Woodworth and T. Singht, J. Am. Chem. Soc.,72, 494 (1950).
L. Denivelle and M. Hedayatullah, Compt. Rend.,253, 2711 (1961).
A. A. Volod'kin, R. D. Malysheva, and V. V. Ershov, Izv. Akad. Nauk SSSR, Ser. Khim.,1982, 1594.
A. A. Volod'kin, R. D. Malysheva, and V. V. Ershov, Izv. Akad. Nauk SSSR, Ser. Khim.,1982, 715.
E. Müller, R. Mayer, H. Spanagel, and K. Scheffler, Ann. Chem.,645, 53 (1961).
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Translated from Izvestiya Akademii Nauk SSSR, Seriya Khimicheskaya, No. 7, pp. 1633–1635, July, 1982.
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Volod'kin, A.A., Malysheva, R.D. & Ershov, V.V. Reaction of 6, 8-di-tert-butylspiro[4,5]deca-1-oxa-5,8-diene-2,7-dione with acid agents. Russ Chem Bull 31, 1454–1456 (1982). https://doi.org/10.1007/BF00954174
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DOI: https://doi.org/10.1007/BF00954174