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Cyclization of 3-methoxy-Δ1,3,5,(10)-8,14-secoestratriene-14,17-dione

  • Organic and Biological Chemistry
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Bulletin of the Academy of Sciences of the USSR, Division of chemical science Aims and scope

Conclusions

Depending on the conditions, 3-methoxy-Δ1,3,5(10)-8,14-secoestratriene-14,17-dione (III) under the influence of acid agents is cyclized to estradiol, equilenol, 18-norequilenane, and cyclopentanophenanthrene derivatives. As a result, the spatial factor determines the course of the reaction even if the Δ9(11)-double bond, which activates the H atoms at C7, is absent.

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Literature cited

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Authors and Affiliations

  1. M. M. Shemyakin Institute of the Chemistry of Natural Compounds, Academy of Sciences of the USSR, USSR

    S. N. Ananchenko, R. N. Chigir & I. V. Torgov

Authors
  1. S. N. Ananchenko
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  2. R. N. Chigir
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  3. I. V. Torgov
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Additional information

Translated from Izvestiya Akademii Nauk SSSR, Seriya Khimicheskaya, No. 7, pp. 1628–1632, July, 1973.

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Ananchenko, S.N., Chigir, R.N. & Torgov, I.V. Cyclization of 3-methoxy-Δ1,3,5,(10)-8,14-secoestratriene-14,17-dione. Russ Chem Bull 22, 1574–1577 (1973). https://doi.org/10.1007/BF00930065

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  • DOI: https://doi.org/10.1007/BF00930065

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