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Synthesis and stereochemistry of reduction of N-ethyl- and N-isopropyl-5-methyl-3-piperidones

Conclusions

  1. 1.

    N-Ethyl and N-isopropyl-3-piperidones were synthesized and the stereochemistry of their reduction was studied.

  2. 2.

    The dependenceof stereochemistryof a series of reactions at the carbonyl center on bulk of the substituent on nitrogen was established.

  3. 3.

    Pure a- and e-epimers of N-ethyl- and N-isopropyl-3-piperidols were separated.

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Literature cited

  1. 1.

    G. T. Katvalyan, N. A. Semenova, and É. A. Mistryukov, Izv. Akad. Nauk SSSR, Ser. Khim., 129 (1976).

  2. 2.

    É. A. Mistryukov and G. T. Katvalyan, Izv. Akad. Nauk SSSR, Ser. Khim., 2800 (1968).

  3. 3.

    G. T. Katvalyan and É. A. Mistryukov, Izv. Akad. Nauk SSSR, Ser. Khim., 2575, 2800 (1969).

  4. 4.

    W. S. Murphy and D. F. Sullian, J. Chem. Soc. Perkin Trans.,1, 999 (1972).

  5. 5.

    G. T. Katvalyan and É. A. Mistryukov, Izv. Akad. Nauk SSSR, Ser. Khim., 1809 (1969); 702 (1969).

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Additional information

Translated from Izvestiya Akademii Nauk SSSR, Seriya Khimicheskaya, No. 6, pp. 1335–1338, June, 1076.

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Katvalyan, G.T., Mistryukov, É.A. Synthesis and stereochemistry of reduction of N-ethyl- and N-isopropyl-5-methyl-3-piperidones. Russ Chem Bull 25, 1282–1284 (1976). https://doi.org/10.1007/BF00928070

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Keywords

  • Nitrogen
  • Carbonyl
  • Carbonyl Center