Chemistry of Heterocyclic Compounds p. 1197 - 1201 (1983)
Update date:2022-08-04
Topics:
Grishina, G. V.
Potapov, V. M.
Abdulganeeva, S. A.
Ivanova, I. A.
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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Doi:10.1016/0008-6215(84)85377-X
(1984)Doi:10.1002/hlca.19640470605
(1964)Doi:10.1007/BF00842825
(1983)Doi:10.1039/c5tb01938a
(2015)Doi:10.3762/bjoc.14.172
(2018)Doi:10.1016/0022-328X(84)80118-7
(1984)
