Conclusions
16-Dehydropregnenolone acetate undergoes condensation with 1,2-dimethylenecyclobutane in the presence of a Lewis acid to form a 16α,17α-monoadduct, namely, 3′,4′-ethano-16α,17α-cyclohex-3′-enopregn-5-en-3β-ol-20-one acetate.
Literature cited
A. A. Akhrem, L. E. Kulikova, I. S. Levina, and Yu. A. Titov, Izv. Akad. Nauk SSSR, Ser. Khim., 1358 (1972).
I. S. Levina, L. E. Kulikova, and B. S. Él'yanov, Izv. Akad. Nauk SSSR, Ser. Khim., 1399 (1982).
A. T. Blomquist and J. A. Vergol, J. Am. Chem. Soc.,77, 1806 (1955).
Houben-Weil, Methoden der Organischen Chemie, Stuttgart (1971), p. 151.
T. Minami, Y. Taniguchi, and J. Hirao, Chem. Commun., 1046 (1984).
V. S. Bogdanov, E. G. Cherepanova, I. G. Reshetova, V. G. Levi, and A. V. Kamernitskii, Izv. Akad. Nauk SSSR, Ser. Khim., 549 (1983).
E. Breitmaier and W. Voelter,13C NMR Spectroscopy, 2nd ed., Verlag Chemie, Weinheim, New York (1978), p. 195.
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Translated from Izvestiya Akademii Nauk SSSR, Seriya Khimicheskaya, No. 10, pp. 2397–2399, October, 1985.
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Kamernitskii, A.V., Ignatov, V.N., Levina, I.S. et al. Diels-Alder reaction of 16-dehydropregnenolone acetate with 1,2-dimethylenecyclobutane. Russ Chem Bull 34, 2221–2222 (1985). https://doi.org/10.1007/BF00963268
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DOI: https://doi.org/10.1007/BF00963268