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Paper | Regular issue | Vol 83, No. 8, 2011, pp.1783-1805
Published online, 20th June, 2011
DOI: 10.3987/COM-11-12241
Synthesis of Peroxylactones Using Mn(III)-Catalyzed Aerobic Oxidation

Md. Aminul Haque and Hiroshi Nishino*

*Graduate School of Science and Technology, Kumamoto University, Kurokami 2-39-1, Kumamoto 860-8555, Japan


The aerobic oxidation of tetronic acid in the presence of 1,1-disubstituted alkenes afforded hydroperoxyethyl-peroxylactones, while a similar reaction using 3-alkyl-substituted tetronic acids gave stable crystalline peroxylactones in good to excellent yields. The oxidation using a stoichiometric amount of manganese(III) acetate did not give the bicyclic lactone but the ethenyl- and/or ethyl-tetronic acid derivatives.