One of the major products 2 from the reaction of caryophyllene oxide in sulfuric acid is shown to arise from rearrangement of the exocyclic double bond and 1,2-epoxide of the starting material to an endocyclic double bond and 1,4-epoxide system. A hydrated 1,5-epoxide was isolated as a minor component of the reaction.
W. Tsui and G. Brown, J. Chem. Soc., Perkin Trans. 1, 1996, 2507 DOI: 10.1039/P19960002507
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