Effect of alcohols on the oxidation of the vitamin E model compound, 2,2,5,7,8-pentamethyl-6-chromanol.
The vitamin E model compound, 2,2,5,7,8-pentamethyl-6-chromanol, has been oxidized with t-butyl hydroperoxide in chloroform in order to simulate in vivo oxidations due to lipid hydroperoxides. In the presence of a variety of alcohols, ranging from methanol to cholesterol, the corresponding 5-alkoxymethyl-2,2,7,8-tetramethyl-6-chromanols were formed in fair to good yield and were the major products in each reaction.
Suarna
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Department of Organic Chemistry, University of New South Wales, Kensington, Australia.
Southwell-Keely
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D000438:Alcohols; D001578:Benzopyrans; D055598:Chemical Phenomena; D002621:Chemistry; D002839:Chromans; D008054:Lipid Peroxides; D010084:Oxidation-Reduction; D010545:Peroxides; D020122:tert-Butylhydroperoxide
D000438:Alcohols; D001578:Benzopyrans; D002839:Chromans; D008054:Lipid Peroxides; D010545:Peroxides; C029141:2,2,5,7,8-pentamethyl-1-hydroxychroman; D020122:tert-Butylhydroperoxide