Summary
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1.
The stereochemistry of the hydride and catalytic reduction of 1, 5-dimethylpiperidone-3 is studied.
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2.
The results obtained are associated with the specific adsorption of the 3-ketopiperidine molecule on the catalyst surface or with the structure of the ionic pair NΘ... BH4Θ in the hydride reduction in aqueous solution.
Literature cited
É. A. Mistryukov, Izv. Akad. Nauk SSSR, Ser. Khim., 1832 (1965).
É. A. Mistryukov, Izv. Akad. Nauk SSSR, Ser. Khim., 1826 (1965).
M. R. Bell and S. Archer, J. Amer. Chem. Soc.,82, 4642 (1960).
C. P. Rader, G. E. Wicks, R. L. Young, and H. S. Aaron, J. Org. Chem.,29, 2252 (1964).
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G. T. Katvalyan and É. A. Mistryukov, Izv. Akad. Nauk SSSR, Ser. Khim., 2575 (1968).
H. S. Aaron, G. E. Wicks, and C. P. Rader, J. Org. Chem.,29, 2248 (1964).
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Translated from Izvestiya Akademii Nauk SSSR, Seriya Khimicheskaya, No. 3, pp. 702–705, March, 1969.
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Mistryukov, É.A., Katvalyan, G.T. Stereochemistry of the reduction of 1, 5-dimethylpiperidone-3. Russ Chem Bull 18, 634–636 (1969). https://doi.org/10.1007/BF00906995
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DOI: https://doi.org/10.1007/BF00906995