Oxidation of unsaturated ethers with the system aluminum tri-tert-butylate-tert-butyl hydroperoxide

LP Stepovik, IM Martynova, VA Dodonov

Index: Stepovik, L. P.; Martynova, I. M.; Dodonov, V. A. Russian Journal of General Chemistry, 2001 , vol. 71, # 11 p. 1802 - 1806 Zhurnal Obshchei Khimii, 2001 , vol. 71, # 11 p. 1905 - 1910

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Citation Number: 4

Abstract

Abstract The system aluminum tri-tert-butylate-tert-butyl hydroperoxide oxidizes alkyl allyl and aryl allyl ethers by the radical mechanism at room temperature. In the process, either the substrate skeleton is preserved and the carbonyl and hydroperoxy groups are introduced, or the carbon-carbon and carbon-oxygen bonds in the allyl moiety are cleaved. In allyl benzyl ether the reaction centers are the methylene groups of the benzyl and allyl fragments.