Skip to main content
Log in

Summary

A method has been devised for the synthesis of β-lacrams from amides of β-ha!ocarboxylic acids. Some new azetidinones with residues containing carboxyl groups on the nitrogen have been piepated. The method permits the conversion of $-amino acids trio difficulty accessible mixed (secondary) amino acids.

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. H. Staudinger, Ber. 50, 1035 (1917).

    Google Scholar 

  2. H. Staudinger, H. W. Kleves, P. Kober, Anis. 374, 1 (1910).

    Google Scholar 

  3. H. Staudinget, H. W. Klever, Ber. 40, 1149 (1907).

    Google Scholar 

  4. H. Staudinger, Ann. 356, 51 (1907).

    Google Scholar 

  5. H. Staudinger, J. Maier, Ann. 401, 292 (1913).

    Google Scholar 

  6. The Chemistry of Penicillin, Princeton, N.)., 1949. 97s

  7. A. D. Holley, R. W. Holley, J. Am. Chem. Soc., 73, 3172 (1951).

    Google Scholar 

  8. H. Staudinger, S. Lelagin, Ber. 44, 365 (1911).

    Google Scholar 

  9. H. Gilman, M. Specter, J. Am. Chem. Soc., 5, 2255 (1943)

    Google Scholar 

  10. R W. Holley, A. D. Holley, J. Am. Chem Soc., 1949, 71, 2124.

    Google Scholar 

  11. J. H. Mowat, C. A. 43, 7972 (1949).

    Google Scholar 

  12. R. W. Holley, A. D. Holley, J. Am. Chem. Soc., 71, 2129 (1949).

    Google Scholar 

  13. J. C. Sheehan, E. L. Buhle, E. J. Corey, D. G. Laubach, J. J. Ryan, J. Am. Chem Soc., 72, 3828 (1950).

    Google Scholar 

  14. J. C. Sheehan, J. J. Pyan, J. Am. Chem. Soc., 73, 1204, 4367 (1951).

    Google Scholar 

  15. J. C. Sheehan, H. W. Hill, E. I. Buhle, J. Am. Chem. Soc., 73, 4373 (1951).

    Google Scholar 

  16. J. C. Sheehan, G. D. Laubach, J. Am. Cbem. Soc., 73, 4752 (1951).

    Google Scholar 

  17. J. C. Sheehan, G. D. Laubach, J. A m. Chem. Soc., 73, 4376 (1951).

    Google Scholar 

  18. J. C. Sheehan, E.J. Corey, J. Am. Cbem. Soc., 73, 4765 (1951).

    Google Scholar 

  19. J. C. Sheehan, A. K. Bose, J. Am. Chem. Soc., 72, 5158 (1950).

    Google Scholar 

  20. J. C. Sheehan, A. K. Bose, J. Am. Chem. Sow., 73, 1761 (1951).

    Google Scholar 

  21. J. C. Sheehan, P. P. Izzo, J. Am. Chem. Soc., 70, 1985 (1948).

    Google Scholar 

  22. J. C. Sheehan, P. P. Izzo, J. Am. Chem. Soc., 71, 4050 (1949).

    Google Scholar 

  23. S. Kushner, R I. Cassell, J. Morton, J. H. Williams, J. Org. Chem. 16, 1283 (1951).

    Google Scholar 

  24. E. Fourneau, R. Billeter, Bull. Soc. Chim. 7, 593 (1940).

    Google Scholar 

  25. P. Posner, Ber. 38, 22316 (1905).

    Google Scholar 

Download references

Author information

Authors and Affiliations

Authors

Additional information

This paper is publised under the regulations governing “Brief Communications”.

Rights and permissions

Reprints and permissions

About this article

Cite this article

Knunyants, I.L., Gambaryan, N.P. New method of preparing β-lactams. Russ Chem Bull 4, 951–956 (1955). https://doi.org/10.1007/BF01172115

Download citation

  • Received:

  • Issue Date:

  • DOI: https://doi.org/10.1007/BF01172115

Keywords

Navigation