Skip to main content
Log in

Synthesis of ascarylose from 3,6-dideoxy-L-erythro-hexos-2-ulose

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

Conclusions

  1. 1.

    A novel synthesis of 3,6-dideoxy-L-arabino-hexose from L-rhamnose has been performed.

  2. 2.

    The γ-lactones of 3,6-dideoxy-L-arabino- and L-ribo-hexonic acids have been prepared and the13C NMR spectra of aldonic acid γ-lactones have been analyzed.

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. C. Fouquey, J. Polonsky, and E. Lederer, Bull. Soc. Chim. Belg.,40, 315 (1957).

    Google Scholar 

  2. C. Fouquey, J. Polonsky, and E. Lederer, Bull. Soc. Chim. France, 803 (1959).

  3. J.-C. Floreut, C. Monneret, and Qui Khuong-Huu, Carbohyd. Res.,56, 301 (1977).

    Google Scholar 

  4. V. N. Shibaev, G. I. Eliseeva, Yu. Yu. Kusov, V. A. Petrenko, S. S. Mishchenko, and N. K. Kochetkov, Izv. Akad. Nauk SSSR, Ser. Khim., 2584 (1976); V. N. Shibaev, Yu. Yu. Kusov, V. A. Petrenko, and N. K. Kochetkov, Izv. Akad. Nauk SSSR, Ser. Khim., 2588 (1976); V. N. Shibaev, Yu. Yu. Kusov, V. A. Petrenko, T. N. Druzhinina, and N. K. Kochetkov, Bioorg. Khim.,4, 249 (1978).

  5. H. E. Khadem, D. Horton, M. M. Meshreki, and M. Nashed, Carbohyd. Res.,17, 183 (1971); H. El Khadem and D. Horton, Carbohyd. Res.,22, 381 (1972).

    Google Scholar 

  6. Š. Kučar, J. Zamočky, and Š. Bauer, Coll. Czech. Chem. Commun.,40, 457 (1975).

    Google Scholar 

  7. A. S. Shashkov and O. S. Chizhov, Bioorg. Khim.,2, 437 (1976).

    Google Scholar 

  8. R. G. S. Ritchie, N. Cyr, B. Korsch, H. J. Koch, and A. S. Perlin, Can. J. Chem.,53, 1424 (1975).

    Google Scholar 

  9. N. K. Kochetkov and O. S. Chizhov, Methods of Carbohydrate Research [in Russian], Mir (1975), p. 409.

  10. L. Friedman and F. A. Long, J. Am. Chem. Soc.,75, 2832 (1953); W. H. McFadden, E. A. Day, and M. J. Diamond, Anal. Chem.,37, 89 (1965); E. Honkanen, T. Moisio, and P. Karvonen, Acta. Chem. Scand.,19, 370 (1965).

    Google Scholar 

  11. H. B. Wood and H. G. Fletcher, J. Org. Chem.,26, 1969 (1961).

    Google Scholar 

  12. D. H. Whiffen, Chem. Ind., 964 (1956).

  13. S. S. Bhattacharjee, J. A. Schwarez, and A. S. Perlin, Carbohyd. Res.,42, 259 (1975).

    Google Scholar 

  14. J. Nemec and J. Jarý, Coll. Czech. Chem. Commun.,34, 1611 (1969).

    Google Scholar 

  15. K. Kefurt, Z. Kefurtova, and J. Jarý, Coll. Czech. Chem. Commun.,41, 1791 (1976).

    Google Scholar 

  16. A. I. Usov and M. A. Rekhter, Zh. Obshch. Khim.,39, 912 (1969).

    Google Scholar 

Download references

Author information

Authors and Affiliations

Authors

Additional information

Translated from Izvestiya Akademii Nauk SSSR, Seriya Khimicheskaya, No. 1, pp. 158–163, January, 1980.

Rights and permissions

Reprints and permissions

About this article

Cite this article

Shibaev, V.N., Petrenko, V.A., Danilov, L.L. et al. Synthesis of ascarylose from 3,6-dideoxy-L-erythro-hexos-2-ulose. Russ Chem Bull 29, 143–147 (1980). https://doi.org/10.1007/BF00951897

Download citation

  • Received:

  • Issue Date:

  • DOI: https://doi.org/10.1007/BF00951897

Keywords

Navigation