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Stereochemistry of organophosphorus compounds

Communication 8. Configuration and conformational mobility of trans-2,3-diphenyl-4-dimethoxyphosphonoisoxazolidine ring

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

Conclusions

  1. 1.

    The 1,3-bipolar cycloaddition of dimethyl vinylphosphonate to C,N-diphenylnitrone gave trans-2,3-diphenyl-4-dimethoxyphosphonoisoxazolidine, the structure and configurations of which were proved via the1H and31P NMR,1H -{31P} NMDR, and IR spectra.

  2. 2.

    From the stereospecificity of the vicinal spin-spin coupling constants3JPCCH and3JHCCH and the temperature dependence of the NMR spectra it follows that the isoxazolidine ring is found in the pseudorotation state.

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Translated from Izvestiya Akademii Nauk SSSR, Seriya Khimicheskaya, No. 4, pp. 909–914, April, 1975.

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Arbuzov, B.A., Samitov, Y.Y., Dianova, É.N. et al. Stereochemistry of organophosphorus compounds. Russ Chem Bull 24, 823–828 (1975). https://doi.org/10.1007/BF00920701

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  • DOI: https://doi.org/10.1007/BF00920701

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