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Modified steroids. 102. Approach to the synthesis of steroid 16,17-aziridines and stereospecificity of the photoinduced addition of carbethoxynitrene to steroid 16-en-20-ones

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

Conclusions

The reaction of 16-en-20-keto-steroids with carbethoxynitrene has been studied. The addition of carbethoxynitrene to the Δ16 bond took place exclusively at the α-region of the molecule with the formation of 16α,17α-carbethoxyepimino-20-keto-steroids.

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Literature cited

  1. A. V. Kamernitskii, A. M. Turuta, T. K. Ustynyuk, and Ho Thee Mai An, Izv. Akad. Nauk SSSR, Ser. Khim.,180, (1979).

  2. A. V. Kamernitskii, A. M. Turuta, and T. M. Fadeeva, Izv. Akad. Nauk SSSR, Ser. Khim., 1147 (1977).

  3. A. V. Kamernitzky and A. M. Turuta, Heterocycles (Jap.), 7(1), 547 (1977).

    Google Scholar 

  4. D. Kal'sines, A. V. Kamernitskii, and A. M. Turuta, Izv. Akad. Nauk SSSR, Ser. Khim., 1838 (1976).

  5. D. Kal'sines, A. V. Kamernitskii, and A. M. Turuta, Izv. Akad. Nauk SSSR, Ser. Khim., 1841 (1976).

  6. D. Kal'sines, A. V. Kamernitskii, and A. M. Turuta, Izv. Akad. Nauk SSSR, Ser. Khim., 2090 (1977).

  7. D. Kal'sines, A. V. Kamernitskii, and A. M. Turuta, Inventor's Cert. No. 509601 (1975); Byull. Izobr., No. 13, 89 (1976).

  8. G. Drefahl, K. Ponsold, and B. Schönecker, Chem. Ber.,98, 186 (1965).

    Google Scholar 

  9. R. P. Gandhi, M. Singh, and T. D. Sharma, Ind. J. Chem., No. 12, 117 (1974).

    Google Scholar 

  10. W. Lwowski, Angew. Chem.,79, 922 (1967).

    Google Scholar 

  11. B. V. Ioffe, V. P. Semenov, and K. A. Ogloblin, Zh. Vses. Khim. 0-va.,19, 314 (1974).

    Google Scholar 

  12. T. F. Goreinova, Yu. A. Ershov, and R. M. Livshits. Khim. Vys. Energ.,9, 99 (1975).

    Google Scholar 

  13. R. P. Gandhi and M. Singh, Ind. J. Chem., No. 8, 485 (1970).

    Google Scholar 

  14. C. R. Narayanan, A. K. Kulkarni, K. Ashok, A. B. Landage, and M. S. Wadia, Ind. J. Chem., No. 19, 12 (1974).

    Google Scholar 

  15. G. Drefahl, K. Ponsold, and B. Schönecker, Z. Chem.5, 268 (1965).

    Google Scholar 

  16. T. N. Deshko, A. V. Kamernitskii, G. A. Kogan, A. M. Turuta, T. K. Ustynyuk, and T. M. Fadeeva, Izv. Akad. Nauk SSSR, Ser. Khim., 2713 (1976).

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For communication 101, see [1].

Translated from Izvestiya Akademii Nauk SSSR, Seriya Khimicheskaya, No. 1, pp. 186–191, January, 1979.

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Kamernitskii, A.V., Istomina, Z.I., Serebryakov, E.P. et al. Modified steroids. 102. Approach to the synthesis of steroid 16,17-aziridines and stereospecificity of the photoinduced addition of carbethoxynitrene to steroid 16-en-20-ones. Russ Chem Bull 28, 173–178 (1979). https://doi.org/10.1007/BF00925418

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  • DOI: https://doi.org/10.1007/BF00925418

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