Skip to main content
SpringerLink
Log in

Synthesis and stereochemistry of compounds carrying two chiral alkylalkoxythiophosphoryl substituents on the phosphorus atom

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

Conclusions

  1. 1.

    Compounds containing a pseudochiral phosphorus atom have been prepared (bis(ethylethoxythiophosphoryl) phenylphosphinite, bis(ethylethoxythiophosphoryl) methylphosphonate, and bis(ethylethoxythiophosphoryl) phenylthiophosphonate). Their optically active stereoisomers have been obtained.

  2. 2.

    31P-{1H} NMR spectroscopy has been used to show that the compounds obtained from racemic O-ethylethylthiophosphonic acid are a mixture of the three diastereoisomers (two meso-forms and the racemic d,ι form in the statistical ratio, 1∶2∶1.

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

Access this article

Log in via an institution

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

Instant access to the full article PDF.

Institutional subscriptions

Similar content being viewed by others

Literature cited

  1. R. Marty, D. Houalla, R. Wolf, and J. Riess, Org. Magn. Reson.,2, 141 (1970).

    Google Scholar 

  2. A. B. Pepperman and T. H. Sidall, J. Org. Chem.,38, 160 (1973).

    Google Scholar 

  3. E. I. Goryunov, L. S. Zakharov, P. V. Petrovskii, and M. I. Kabachnik, Izv. Akad. Nauk SSSR, Ser. Khim., 1593 (1984).

  4. L. A. Vorob'eva, S. F. Sorokina, A. I. Zavalishina, et al., Zh. Obschch. Khim.,54, 1212 (1984).

    Google Scholar 

  5. M. Bauedler, D. Koch, and B. Carlsohn, Chem. Ber.,111, 1217 (1978).

    Google Scholar 

  6. M. Mikolajczyk, J. Omelanczuk, and M. Para, Tetrahedron,28, 3855 (1972).

    Google Scholar 

Download references

Author information

Authors and Affiliations

  1. A. E. Arbuzov Institute of Organic and Physical Chemistry, Kazan Branch, Academy of Sciences of the USSR, USSR

    M. N. Dimukhametov & I. É. Ismaev

Authors
  1. M. N. Dimukhametov
    View author publications

    You can also search for this author in PubMed Google Scholar

  2. I. É. Ismaev
    View author publications

    You can also search for this author in PubMed Google Scholar

Additional information

Translated from Izvestiya Akademii Nauk SSSR, Seriya Khimicheskaya, No. 2, pp. 412–415, February, 1988.

The authors thank I. A. Nuretidinov and A. V. Il'yasov for collaboration in these studies, and T. V. Kornilova for assistance in the synthesis of the compounds studied.

Rights and permissions

Reprints and permissions

About this article

Cite this article

Dimukhametov, M.N., Ismaev, I.É. Synthesis and stereochemistry of compounds carrying two chiral alkylalkoxythiophosphoryl substituents on the phosphorus atom. Russ Chem Bull 37, 331–333 (1988). https://doi.org/10.1007/BF00957438

Download citation

  • Received:

  • Issue Date:

  • DOI: https://doi.org/10.1007/BF00957438

Keywords

Search

Navigation