Potassium t-butoxide-catalysed oxygenation of an α-tocopherol model compund 2,2,5,7,8-pentamethylchroman-6-ol

Abstract

The potassium t-butoxide-catalysed oxygenation of an α-tocopherol model compound, 2,2,5,7,8-penta-methylchroman-6-ol, gave 5-hydroxy-2,2,5,7,8-penta-methylchroman-6(5H)-one (2) and 7,8-dihydro-5,7-dihydroxy-8-methylene-2,2,5,7-tetramethychroman-6(5H)-one, and 6-hydroxy-2,2,6,7,8-pentamethylchroman-5(6H)- one which was found to be formed as the result of the acyloin rearrangement of (2).