Skip to main content
Log in

New reaction pathway of dialkyl phosphorochloridites with salts of α-benzylideneaminocarboxylic acids. Direct synthesis of α-aminophosphonates from isostructural α-benzylideneaminocarboxylic acids

  • Published:
Russian Chemical Bulletin Aims and scope

Abstract

The reaction of sodium N-benzylidenevalinate with dialkyl phosphorochloridites is accompanied by decarboxylation and yields diastereomeric N-(1-dialkoxyphosphoryl-2-methylpropyl)-N-(1-dialkoxyphosphorylbenzyl)amines.

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

References

  1. Chemistry and Biochemistry of the Amino Acids, Ed. G. C. Barrett, Chapman and Hall, London—New York, 1985, 684 pp.

    Google Scholar 

  2. G. M. Coppola and H. F. Schuster, Asymmetric Synthesis: Construction of Chiral Molecules Using Amino Acids, J. Wiley, New York, 1987, 416 pp.

    Google Scholar 

  3. V. P. Kukhar and H. R. Hudson, Aminophosphonic and Aminophosphinic Acids: Chemistry and Biological Activity, J. Wiley and Sons, New York, 2000, 634 pp.

    Google Scholar 

  4. P. Kafarski and B. Lejczak, Phosphorus Sulfur, 1991, 63, 193.

    CAS  Google Scholar 

  5. O. I. Kolodiazhnyi, Tetrahedron Asimmetry, 1998, 9, 1279.

    CAS  Google Scholar 

  6. M. N. Dimukhametov, M. A. Abaskalova, E. Yu. Davydova, E. V. Bayandina, A. B. Dobrynin, I. A. Litvinov, and V. A. Alfonsov, Mendeleev Commun., 2004, 196.

  7. V. A. Knizhnikov, O. P. Azizbekyan, and V. M. Prishchepenko, Zh. Obshch. Khim., 2003, 73, 1529 [Russ. J. Gen. Chem., 2003, 73 (Engl. Transl.)].

    Google Scholar 

  8. C. L. Hawkins and M. J. Davies, J. Chem. Soc., Perkin Trans., 1998, 2, 1937.

    Google Scholar 

  9. A. F. Al-Sayyab and A. Lawson, J. Chem. Soc. C, 1968, 406.

  10. R. C. Corcoran and J. M. Green, Tetrahedron Lett., 1990, 31, 6827.

    CAS  Google Scholar 

  11. V. S. Brovarets, K. V. Zyuz', L. V. Budnik, V. A. Solodenko, and B. S. Drach, Zh. Obshch. Khim., 1993, 63, 1259 [Russ. J. Gen. Chem., 1993, 63 (Engl. Transl.)].

    CAS  Google Scholar 

  12. U. Schmidt, G. Oehme, and H. Krause, Synth. Commun., 1996, 26, 777.

    CAS  Google Scholar 

Download references

Author information

Authors and Affiliations

Authors

Additional information

Published in Russian in Izvestiya Akademii Nauk. Seriya Khimicheskaya, No. 6, pp. 1449–1452, June, 2005.

Rights and permissions

Reprints and permissions

About this article

Cite this article

Bayandina, E.V., Davydova, E.Y., Abaskalova, M.A. et al. New reaction pathway of dialkyl phosphorochloridites with salts of α-benzylideneaminocarboxylic acids. Direct synthesis of α-aminophosphonates from isostructural α-benzylideneaminocarboxylic acids. Russ Chem Bull 54, 1492–1495 (2005). https://doi.org/10.1007/s11172-005-0433-y

Download citation

  • Received:

  • Revised:

  • Issue Date:

  • DOI: https://doi.org/10.1007/s11172-005-0433-y

Key words

Navigation