Formal [2+ 2+ 2] cycloaddition of molecular oxygen, 1, 3-diketone, and olefin. Synthesis and reactions of cyclic peroxides

J Yoshida, S Nakatani, K Sakaguchi…

Index: Yoshida, Jun-ichi; Nakatani, Shogo; Sakaguchi, Kazuhiko; Isoe, Sachihiko Journal of Organic Chemistry, 1989 , vol. 54, # 14 p. 3383 - 3389

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Citation Number: 45

Abstract

Formal [2+ 2+ 21 cycloaddition of molecular oxygen, 1, 3-diketones, and olefins took place by electrochemical oxidation. A catalytic amount of electricity was sufficient for the reaction, and an electroinitiated radical chain mechanism was proposed. The reaction was also initiated by a radical initiator. The resulting cyclic peroxides reacted with acids and some reducing agents such as ferrous sulfate, thiourea, and copper (1) chloride to give oxygen- ...