Tetrahedron letters

Oxidation of catechol and of 2, 6-di-tert-butylphenol by dioxiranes

A Altamura, C Fusco, L D'Accolti, R Mello, T Prencipe…

Index: Altamura; Fusco; D'Accolti; Mello; Prencipe; Curci Tetrahedron Letters, 1991 , vol. 32, # 40 p. 5445 - 5448

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Citation Number: 25

Abstract

Abstract In a biomimetic transformation, the selective oxidation of catechol (2) to Z, Z- muconic acid (3) has been achieved under extremely mild conditions using methyl (trifluoromethyl) dioxirane (1b). Both dioxirane 1b and dimethyldioxirane (1a) have been applied to the oxidation of 2, 6-di-tert-butylphenol (4); the product natures suggest the incursion of radical pathways.

~34%

~37%

~85%

~32%

~4%

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