An α-tocopherol model compound, 2,2,5,7,8-pentamethylchroman-6-ol, was oxidized in the presence of dicyclohexyl-18-crown-6 with KO2 to give a diepoxide, whose structure was determined by spectroscopy and X-ray crystallography.
M. Matsuo, S. Matsumoto, Y. Iitaka, A. Hanaki and T. Ozawa, J. Chem. Soc., Chem. Commun., 1979, 105 DOI: 10.1039/C39790000105
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