Mechanism and Scope of the MnIII??Initiated Oxidation of β??Ketocarbonyl Compounds: Furan Synthesis

C Wang, Z Li, Y Ju, S Koo

Index: Wang, Chao; Li, Zhilong; Ju, Yeming; Koo, Sangho European Journal of Organic Chemistry, 2012 , # 35 p. 6976 - 6985

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Abstract

Abstract Unless the Mn III-produced carbon-radical from β-ketocarbonyl compounds undergoes smooth intramolecular addition to alkenes, it traps molecular oxygen in the reaction medium to produce a peroxy radical, which reacts with the neighbouring carbonyl group to form 1, 2-dioxetane. Thermal decomposition of 1, 2-dioxetane completes the oxidation to produce α-oxo ester. This oxidation seems to be general at 50 C under ...

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