Affiliation: | (1) Department of Organic Chemistry, Babes-Bolyai University, Cluj-Napoca, Romania, RO;(2) Institute of Chemistry/Organic Chemistry, Johannes Kepler University, Linz, Austria, AT |
Abstract: | Summary. Pure (1S,2R,4S)-1,2-epoxy-p-menthan-4-ol and (1R,2S,4R)-1,2-epoxy-p-menthan-4-ol (trans-epoxides of (4S)-terpinen-4-ol and (4R)-terpinen-4-ol) were prepared and certain reactions of these compounds with nucleophilic reagents were studied. It was shown that the Fürst-Plattner rule regarding the trans-diaxial opening of cyclohexene epoxides predicts the predominant products in all cases studied. |