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Transformed steroids

111. Synthesis of 17α,20ξ-dihydroxyshyogralactone

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

Conclusions

  1. 1.

    The 17α,20ξ-dihydroxy analog of shyogralactone, a natural steroidalδ-lactone, was synthesized,

  2. 2.

    Soutes were studied for inserting 5α hydroxy-6-keto and 5αH-6-keto groupings into Δ17(20)-lactones via the 5α,6α epoxide and 5α-hydroxy-6-ketone, and it was shown that the desired products are formed in low yields, in which connection hydrogenation of the Δ17(20) bond is difficult. The most acceptable path proved to be insertion of the 3β-hydroxy-5αH-6-keto grouping via the Sα,5α-cyclosteroid.

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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 & B. M. Zolotarev

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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  4. B. M. Zolotarev
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Additional information

Translated from Izvestiya Akademii Nauk SSSR, Seriya Khimicheskaya, No. 6, pp. 1394–1398, June, 1980.

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Kamernitskii, A.V., Krivoruchko, V.A., Reshetova, I.G. et al. Transformed steroids. Russ Chem Bull 29, 1005–1010 (1980). https://doi.org/10.1007/BF00958827

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  • DOI: https://doi.org/10.1007/BF00958827

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