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Transformed steroids

108. Correlation of opening reactions of 16,17α-cyclopropano-20-ketosteroids with the conformations

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

Conclusions

  1. 1.

    The opening of 16, 17α-cyclopropano-20-ketosteroids by thiocyanic and hydrochloric acids proceeds with the cleavage of both the exo and endoα-bond of the three-membered ring; the obtained resulte correspond to a preference of conformations of the transoid type for this molecule in the transition state.

  2. 2.

    Replacing the 20-keto group by a hydrazone fragment qualitatively does not change the structural direction of the opening of the cyclopropane ring by thiocyanic acid.

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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. M. Turuta & Ngo Tfai Mai An

Authors
  1. A. V. Kamernitskii
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  2. A. M. Turuta
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  3. Ngo Tfai Mai An
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Additional information

See [1] for Communication 107.

Translated from Izvestiya Akademii Nauk SSSR, Seriya Khimicheskaya, No. 4, pp. 924–929, April, 1980.

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Kamernitskii, A.V., Turuta, A.M. & An, N.T.M. Transformed steroids. Russ Chem Bull 29, 669–673 (1980). https://doi.org/10.1007/BF00961627

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  • DOI: https://doi.org/10.1007/BF00961627

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