NMR parameters, isomerism, and conformational analysis of 3-methyl-2-phenyl-5-(3-methyl-2-phenyl-3,4-dehydropiperid-6-yl)-pyridine

The configurational and conformational features of the trans and cis isomers of 3-methyl-2-phenyl-5-(3-methyl-2-phenyl-3,4-dehydropiperid-6-yl)pyridine, formed as by-products in the phenylation of β-picoline by phenyllithium, were established. The revealed stereospecificity of the 5JHH and 1JCH SSCCs may be utilized as an independent criterion in the conformational analysis of piperideine systems. © 1993 Plenum Publishing Corporation.