SYNTHESIS OF 3-SUBSTITUTED 4-PIPERIDONES

Article abstract of DOI:10.1007/BF00515356

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.