Allylic methyls in medium ring compounds were selectively oxidized to primary alcohols and αβ-unsaturated aldehydes by means of t-butylhydroperoxide and selenium dioxide supported on silica gel.
The structure of bicyclohumulenediol, which was obtained from humulene epoxide II (1) and/or III (2) by treatment with aqueous solution at pH 4 by Yang and Deinzer, was revised and a new scheme for the equilibrium process among 1, 2 and tricyclohumulenediol was presented.
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