86112-03-0Relevant academic research and scientific papers
Stereochimie des formes enoliques de piperidones precurseurs de bispidones
Caujolle, Raymond,Castera, Pierre,Lattes, Armand
, p. 52 - 54 (2007/10/02)
The condensation of 3,5-diesters of 4-piperidones with formaldehyde and primary amines has been reported to be an easy way to synthesize 3,7-diazabicyclononan-9-ones. Generally, these diesters exist both in keto and enol forms; we have shown that, when N-methyl derivatives are disubstituted in position 2 and 6 by o-chlorophenyl groups, two configurations are observed for the enol form of methyl and ethyl 3,5-diesters: the first one has the aryl group close to the enolic system in the previous equatorial position, while the same group is in axial position in the second form. Hypothesis about the formation of these two configurations are discussed.
