Stereoisomerism in macrocyclic bis(piperidones)

A. M. Belostotskii, A. B. Shapiro

Research output: Contribution to journalArticlepeer-review


The reaction of a polysubstituted 3,5-dimethylene-4-piperidone with aliphatic diamines leads to macrocyclic products, namely, 3,3′,5,5′-di(methylaminoalkyl-aminomethyl)-bridged bis(piperidones). The latter compounds are formed as mixtures of cis, trans-isomers, and isolated in the form of cis,cis-isomers. 13C-NMR spectral analysis has shown that these compounds also exhibit characteristic syn-anti isomerism associated with the relative orientation of the 3,5-substituents on opposite piperidone rings.

Original languageEnglish
Pages (from-to)1011-1016
Number of pages6
JournalChemistry of Heterocyclic Compounds
Issue number9
StatePublished - Sep 1986
Externally publishedYes


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