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Optical rotatory dispersion and circular dichroism in strucutral and stereoisomeric problems

Communication 8. Investigation of the conformation of 17-sulfur-substituted D-homoandrosten-17a-ones

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

Conclusions

  1. 1.

    The magnitude and sign of the amplitude of the Cotton effect of the p→π transition of 17β-thiol-acetates of D-homoandrosten-17a-ones are determined by the contribution of the axial thiolacetate function in accord with the rule of octants.

  2. 2.

    The conformational equilibrium of 17β-methyl, 17α-sulfur-substituted D-homoandrosten-17a-ones depends on the nature of the substitution in the 17α-position.

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Literature cited

  1. A. A. Akhrem, A. M. Turuta, G. A. Kogan, I. S. Kovnazkaja, and Z. I. Istomina, Tetrahedron,29, 1433 (1973).

    Google Scholar 

  2. A. A. Akhrem, A. M. Turuta, G. A. Kogan, I. S. Kovnatskaya, and Z. I. Istomina, Izv. Akad. Nauk SSSR, Ser. Khim., 2688 (1972).

  3. A. A. Akhrem, A. M. Turuta, G. A. Kogan, I. S. Kovnatskaya, and Z. I. Istomina, Izv. Akad. Nauk SSSR, Ser. Khim., 1048 (1973).

  4. A. A. Akhrem, Z. I. Istomina, and A. M. Turuta, Izv. Akad. Nauk SSSR, Ser. Khim., 895 (1973).

  5. C. Djerassi and W. Klyne, J. Chem. Soc., 4929 (1962).

  6. D. K. Fukushima, S. Dobriner, and R. S. Posenfeld, J. Organ. Chem.,26, 5025 (1961).

    Google Scholar 

  7. W. Klyne, Advances Organ. Chem.,1, 332 (1960).

    Google Scholar 

  8. G. W. Moersch, E. U. Wittle, and W. A. Nauklis, J. Organ. Chem.,32, 1387 (1967).

    Google Scholar 

  9. C. Djerassi and W. Klyne, Proc. Nat. Acad. Sci. USA,48, 1093 (1962).

    Google Scholar 

  10. M. Heller, S. M. Stolar, and S. Bernstein, J. Organ. Chem.,26, 5036 (1961).

    Google Scholar 

  11. N. L. Wendler, Tetrahedron,16, 213 (1960).

    Google Scholar 

  12. K. Takeda, K. Kuriyama, T. Kometo, D. A. Lighther, R. Records, and C. Djerassi, Tetrahedron,21, 1203 (1965).

    Google Scholar 

  13. G. Snattske, Optical Rotatory Dispersion and Circular Dichroism in Organic Chemistry [Russian translation], “Mir” (1970), p. 358.

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Translated from Izvestiya Akademii Nauk SSSR, Seriya Khimicheskaya, No. 5, pp. 1065–1070, May, 1975.

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Deshko, T.N., Kamernitskii, A.V., Kogan, G.A. et al. Optical rotatory dispersion and circular dichroism in strucutral and stereoisomeric problems. Russ Chem Bull 24, 974–978 (1975). https://doi.org/10.1007/BF00922945

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  • DOI: https://doi.org/10.1007/BF00922945

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