New rearrangement and oxidation products from humulone

Abstract
(–)-Humulone, in boiling water in the presence of air, was converted into tricyclic and bicyclic compounds resulting from both isomerisation and oxidation. Oxidation of (–)-humulone with m-chloroperbenzoic acid afforded hydroxydihydropyrano- and 2-(1-hydroxy-1 -methylethyl)dihydrofurano-derivatives. Similar oxidations of photoisohumulone gave isohumulone glycols or bicyclic products, depending upon the conditions.