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The stereochemistry of the reduction of 3-ketopiperidines: The effect of e- and α-C(2)-methyl groups on the ratio of epimeric alcohols

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

Conclusions

The cis and trans isomers of 1,2-dimethyl-5-tert-butyl-3-piperidone were synthesized and their interconversion and reduction stereochemistry were studied. The effect of the equatorial and axial vicinal methyl substituents on the stereochemistry of the hydride and catalytic reduction of the ketone function was shown.

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Literature cited

  1. G. T. Katvalyan, N. A. Semenova, and É. A. Mistryukov, Izv. Akad. Nauk SSSR, Ser. Khim., 1806 (1976).

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

  3. G. T. Katvalyan and É. A. Mistryukov, Izv. Akad. Nauk SSSR, Ser. Khim., 671 (1976).

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Authors and Affiliations

  1. N. D. Zelinskii Institute of Organic Chemistry, Academy of Sciences of the USSR, Moscow

    G. T. Katvalyan & É. A. Mistryukov

Authors
  1. G. T. Katvalyan
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  2. É. A. Mistryukov
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Translated from Izvestiya Akademii Nauk SSSR, Seriya Khimicheskaya, No. 3, pp. 576–580, March, 1979.

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Katvalyan, G.T., Mistryukov, É.A. The stereochemistry of the reduction of 3-ketopiperidines: The effect of e- and α-C(2)-methyl groups on the ratio of epimeric alcohols. Russ Chem Bull 28, 531–534 (1979). https://doi.org/10.1007/BF00924826

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  • DOI: https://doi.org/10.1007/BF00924826

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