Abstract
The epoxy derivatives of stereoisomeric 1-alkyl-, 1,2-dimethyl-, and 1,2,2-trimethyl-4-vinyl-trans-decahydroquinolols were synthesized by oxidation with performic acid in formic acid solution. The compounds were characterized by their PMR and mass spectra. An analysis of the spectral data made it possible to conclude that the synthesized compounds and the starting vinyl alcohols have the same configurations.
Similar content being viewed by others
Literature cited
I. N. Azerbaev, Zh. Zh. Kusainova, and K. B. Erzhanov, The Chemistry of Acetylene and Calcium Carbide Technology [in Russian], Kazakhstan Alma-Ata (1972), p. 65.
I. N. Azerbaev, Zh. Zh. Kusainova, and K. B. Erzhanov, in: Proceedings of the All-Union Conference on the Chemistry of Acetylene [in Russian], Vol. 1, Alma-Ata (1972), p. 103.
A. A. Akhrem, L. I. Ukhova, N. F. Marchenko, and N. F. Uskova, Izv. Akad. Nauk SSSR, Ser. Khim., No. 12, 2776 (1968).
A. A. Akhrem, L. I. Ukhova, N. F. Uskova, and N. F. Marchenko, Izv. Akad. Nauk SSSR, Ser. Khim., No. 12, 2781 (1968).
P. Dobo, G. Fodor, G. Janzso, I. Koczor, J. Toth, and I. Vincze, J. Chem, Soc., 3461 (1959).
O. Masayuki, S. Yasumasa, Y. Hirokazu, and T. Fumi, Chem. Pharm. Bull., 21, 2359 (1973). 21, 2359 (1973).
D. N. Kirk and M. P. Hartshorn, Steroid Reaction Mechanisms, Elsevier Publishing Co., Amsterdam (1968), p. 71.
A. A. Akhrem, L. I. Ukhova, and N. F. Uskova, Izv. Akad. Nauk SSSR, Otd. Khim. Nauk, 304 (1962).
A. A. Akhrem, L. I. Ukhova, and N. F. Uskova, Izv. Akad. Nauk SSSR, Ser. Khim., No. 10, 2305 (1970).
A. A. Akhrem, L. I. Ukhova, G. P. Kukso, S. M. Volkov, N. I. Garbuz, and L. P. Solovei, Khim. Geterotsikl. Soedin., No. 11, 1529 (1976).
V. S. Bogdanov, L. I. Ukhova, N. F. Uskova, A. N. Sergeeva, A. P. Marochkin, A. M. Moiseenkov, and A. A. Akhrem, Khim. Geterotsikl, Soedin., No. 8, 1078 (1973).
V. G. Zaikin, N. S. Vul'fson (Vulfson), V. I. Zaretskii, A. A. Bakaev, A. A. Akhrem, L. I. Ukhova, and N. F. Uskova, Org. Mass Spectrom., 2, 1257 (1969).
V. G. Zaikin, V. I. Smetanin, N. S. Vul'fson, A. A. Akhrem, L. I. Ukhova, and G. P. Kukso, Izv. Akad. Nauk SSSR, Ser. Khim., No. 7, 1524 (1976).
A. Weissberger, Elucidation of Structures by Physical and Chemical Methods, Interscience (1963).
J. W. Emsley, J. Feeney, and L. H. Sutcliffe, High-Resolution NMR Spectroscopy, Pergamon, Oxford (1965).
Author information
Authors and Affiliations
Additional information
Translated from Khimiya Geterotsiklicheskikh Soedinenii, No. 1. pp. 78–82, January, 1982.
Rights and permissions
About this article
Cite this article
Ukhova, L.I., Kukso, G.P. Epoxidation of unsaturated alcohols of the decahydroquinoline series. Chem Heterocycl Compd 18, 66–70 (1982). https://doi.org/10.1007/BF00513292
Received:
Issue Date:
DOI: https://doi.org/10.1007/BF00513292