Skip to main content
Log in

Synthesis and stereochemistry of 3-hydroxy-4-alkylthiosulfolanes

  • Published:
Chemistry of Heterocyclic Compounds Aims and scope

Abstract

4-Hydroxy-2-sulfolene, 3-hydroxy-4-chlorosulfolane, and 3,4-epoxysulfolane react with thiols in alkaline media to give mixtures of cis,trans-3-hydroxy-4-alkylthisulfolanes in a ratio of 2∶3.

This is a preview of subscription content, log in via an institution to check access.

Access this article

Price excludes VAT (USA)
Tax calculation will be finalised during checkout.

Instant access to the full article PDF.

Similar content being viewed by others

Literature cited

  1. G. A. Tolstikov, N. N. Novitskaya, B. V. Flekhter, D. N. Lazareva, V. A. Davydova, and É. G. Kamalova, Khim.-Farm. Zh., No. 12, 33 (1978).

    Google Scholar 

  2. É, G. Kamalova, V. A. Davydova, D. N. Lazareva, G. A. Tolstikov, N. N. Novitskaya, and B. V. Flekhter, Farmakol. Toksikol., 42, 261 (1979).

    Google Scholar 

  3. N. N. Novitskaya, R. Kh. Khazipov, A. Z. Bikullov, B. V. Flekhter, and G. A. Tolstikov, USSR Inventor's Certificate No. 535308 (1976); Byul. Izobr., No. 42, 62 (1976).

    Google Scholar 

  4. G. A. Tolstikov, G. P. Gladyshev, N. N. Novitskaya, S. I. Lomakina, and L. E. Zhuravleva, USSR Inventor's Certificate No. 322327 (1971); Byul. Izobr., No. 36, 35 (1971).

    Google Scholar 

  5. B. V. Flekhter, N. N. Novitskaya, and G. A. Tolstikov, Summaries of Papers Presented at the Third All-Union Conference on Stereochemistry and Conformational Analysis in Organic and Petrochemical Synthesis [in Russian], Baku-Sumgait (1976), p. 96.

  6. N. N. Novitskaya, B. V. Flekhter, and G. A. Tolstikov, Summaries of Papers Presented at the Fourteenth Scientific Session on the Chemistry and Technology of Organic Sulfur Compounds and Sulfurous Petroleum Oils [in Russian], Batumi (1976), p. 171.

  7. N. N. Novitskaya, B. V. Flekhter, and G. A. Tolstikov, Khim. Geterotsikl. Soedin., No. 8, 1051 (1977).

    Google Scholar 

  8. T. É. Bezmenova, Author's Abstract of Doctoral Dissertation, Kiev (1977), p. 22.

  9. S. N. Lewis and W. D. Emmons, J. Org. Chem., 31, 3572 (1966).

    Google Scholar 

  10. V. I. Dronov and V. A. Snegotskaya, Khim. Geterotsikl. Soedin., No. 3, 5 (1971).

    Google Scholar 

  11. B. V. Flekhter, N. N. Novitskaya, E. E. Zaev, L. V. Spirikhin, I. M. Dubrovkin, and G. A. Tolstikov, Summaries of Papers Presented at the Third All-Union Conference on Stereochemistry and Conformational Analysis in Organic and Petrochemical Synthesis [in Russian], Baku-Sumgait (1976), p. 82.

  12. T. M. Ivanova, L. I. Denisova, and V. A. Batyanina, Izv. Akad. Nauk SSSR, Ser. Khim., No. 2, 435 (1971).

    Google Scholar 

  13. E. V. Konovalov, Yu. P. Egorov, R. V. Belinskaya, V. N. Baiko, and L. M. Yagupol'skii, Zh. Prikl. Spektrosk., 14, 487 (1972).

    Google Scholar 

  14. B. V. Flekhter and I. M. Dubrovkin, Summaries of Papers Presented at the Conference of Young Scientists [in Russian], Ufa (1975), p. 20.

  15. N. N. Novitskaya and S. I. Chernikova, Neftekhimiya, 10, 429 (1970).

    Google Scholar 

  16. W. Dittmann and F. Sturzenhofecker, Ann., 699, 177 (1966).

    Google Scholar 

Download references

Author information

Authors and Affiliations

Authors

Additional information

Translated from Khimiya Geterotsiklicheskikh Soedinenii, No. 12, pp. 1631–1636, December, 1979.

Original article submitted September 4, 1978; revision submitted June 1, 1979.

Rights and permissions

Reprints and permissions

About this article

Cite this article

Novitskaya, N.N., Flekhter, B.V. & Tolstikov, G.A. Synthesis and stereochemistry of 3-hydroxy-4-alkylthiosulfolanes. Chem Heterocycl Compd 15, 1309–1313 (1979). https://doi.org/10.1007/BF00514733

Download citation

  • Received:

  • Revised:

  • Issue Date:

  • DOI: https://doi.org/10.1007/BF00514733

Keywords

Navigation