Collect. Czech. Chem. Commun. 1982, 47, 2763-2767

Conformation studies of isomeric 1-acyloxy-2-(4-methoxybenzyl)-cyclohexanes by 1H NMR spectroscopy

Miloš Buděšínský, David Šaman and Zdeněk Wimmer

Institute of Organic Chemistry and Biochemistry, Czechoslovak Academy of Sciences, 166 10 Prague 6


The conformation of the cyclohexane ring and the p-methoxybenzyl substituent in the series of isomeric 1-acyloxy-2-(4-methoxybenzyl)cyclohexanes was studied by means of 1H NMR spectroscopy. In all the substances investigated the cyclohexane ring assumes chair conformation. trans-Isomers have both substituents in equatorial positions, while in cis-isomers the p-methoxybenzyl group is always equatorial and the hydroxy or acetoxy group axial.