Abstract
It has been shown that the addition of methyl acrylate and acrylonitrile to the pyrrolidine enamines of 1-methyl-, (1S)-α-phenylethyl-, (1S)-sec-butyl-, 1,2-dimethyl-, and 1,3-dimethyl-4-piperidone results in the formation of 3- or 5-substituted 4-piperidones, depending on the reaction conditions and the structure of the enamine. The formation of a pair of diastereomers of the 3-substituted 4-piperidones in a 1∶1 ratio takes place when there is a chiral substituent on the nitrogen atom In the piperidone ring.
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Translated from Khimiya Geterotsiklicheskikh Soedinenii, No. 11, pp. 1510–1514, November, 1983.
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Grishina, G.V., Potapov, V.M., Abdulganeeva, S.A. et al. Synthesis of 3-substituted 4-piperidones. Chem Heterocycl Compd 19, 1197–1201 (1983). https://doi.org/10.1007/BF00515356
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DOI: https://doi.org/10.1007/BF00515356