Superoxide anion radical (O2. bul.-)-mediated base-catalyzed autoxidation of enones

…, P Gilinsky-Sharon, G Aljadeff, HE Gottlieb…

Index: Frimer, Aryeh A.; Gilinsky-Sharon, Pessia; Aljadeff, Gladis; Gottlieb, Hugo E.; Hameiri-Buch, Judith; et al. Journal of Organic Chemistry, 1989 , vol. 54, # 20 p. 4853 - 4866

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Citation Number: 31

Abstract

Seventeen variously substituted cyclohex-2-en-1-ones were prepared and reacted with superoxide anion radical (02'-, generated from KO2/18-crown-6) in inert nonpolar aprotic media at room temperature. The 4, 4, 6, 6-tetrasubstituted cyclohexenones (lb, IC, and la) proved to be totally inert, while those cyclohexenones possessing available acidic a'-or y- hydrogens underwent 02'--mediated base-catalyzed autoxidation (BCA) geherating ...