Oxygenase model reactions. 1. Intra-and extradiol oxygenations of 3, 5-di-tert-butylcatechol catalyzed by (bipyridine)(pyridine) iron (III) complex

T Funabiki, A Mizoguchi, T Sugimoto…

Index: Funabiki,T.; Mizoguchi,A.; Sugimoto,T. Journal of the American Chemical Society, 1986 , vol. 108, p. 2921

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Citation Number: 144

Abstract

Abstract: 3, 5-Di-tert-butylcatechol (1) is oxygenated by (bipyridine)(pyridine) iron (III) complex with insertion of molecular oxygen to give intra-and extradiol oxygenation products. Isolation and reactivity of intermediate compounds have clarified that the intradiol oxygenation proceeds via a cyclic intermediate 4 to give a lactone 3 and the extradiol oxygenation via an acylic intermediate 12 to form a lactone 5. It has been shown that 12 ...