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Transformed steroids 92. Synthesis and reactions of steroidal 16→23-Lactones

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

Conclusions

  1. 1.

    We have synthesized steroidal 16→23-dihydroxylactones structurally related to chiograsterins, by trans-opening of the ethyl ester of 16α,17α-oxido-24-norchol-5-ene-3,20-diol-23-oic acid 3-acetate.

  2. 2.

    Degradation of the 17α,20ξ-dihydroxy-23→16-lactone gives the 17-acetoxy-Δ20(22)-23→ 16 lactone, epoxidation of which forms the 23→16(δ)- and 23→17(γ)-lactones of the steroid series.

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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, V. A. Krivoruchko & I. G. Reshetova

Authors
  1. A. V. Kamernitskii
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  2. V. A. Krivoruchko
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  3. I. G. Reshetova
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Additional information

Part 91 [1].

Translated from Izvestiya Akademii Nauk SSSR, Seriya Khimicheskaya, No. 1, pp, 188–191, January, 1978.

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Kamernitskii, A.V., Krivoruchko, V.A. & Reshetova, I.G. Transformed steroids 92. Synthesis and reactions of steroidal 16→23-Lactones. Russ Chem Bull 27, 164–167 (1978). https://doi.org/10.1007/BF01153232

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  • DOI: https://doi.org/10.1007/BF01153232

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