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Transformed steroids. 114. Direction of opening oxide ring of 16,17α-epoxy-17β-phenylandrost-4-en-3-one

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

Conclusions

Starting with androst-5-en-3β-ol-17-one, we synthesized 16,17α-epoxy-17β-phenylandrost-4-en-3-one. Cleavage of 17-C-O bond, adjacent to the phenyl ring, occurs during its nucleophilic opening, accompanied by 1,2-migration of the angular 18-CH3 group.

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Literature cited

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Authors and Affiliations

  1. N. D. Zelinskii Institute of Organic Chemistry, Academy of Sciences of the USSR, Moscow

    A. V. Kamernitskii, A. V. Skorova & V. V. Isakov

Authors
  1. A. V. Kamernitskii
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  2. A. V. Skorova
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  3. V. V. Isakov
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Additional information

See [1] for Communication 113.

Translated from Izvestiya Akademii Nauk SSSR, Seriya Khimicheskaya, No. 8, pp. 1889–1893, August, 1980.

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Kamernitskii, A.V., Skorova, A.V. & Isakov, V.V. Transformed steroids. 114. Direction of opening oxide ring of 16,17α-epoxy-17β-phenylandrost-4-en-3-one. Russ Chem Bull 29, 1363–1366 (1980). https://doi.org/10.1007/BF00950590

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  • DOI: https://doi.org/10.1007/BF00950590

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