V. A. Shadrikova, E. V. Golovin, E. A. Kuznetsova
Nov 25, 2016
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Journal
Russian Journal of Organic Chemistry
Abstract
Quaternary 1-[2-(adamantan-1-yl)ethyl]pyridinium bromides were reduced with sodium tetrahydridoborate in ethanol, and hydroarylation of the resulting 1-[2-(adamantan-1-yl)ethyl]-1,2,3,6-tetrahydropyridines with benzene in trifluoromethanesulfonic acid afforded phenylpiperidines with preferentially equatorial orientation of the phenyl substituent.