Tetrahedron Letters p. 665 - 668 (1984)
Update date:2022-08-04
Topics:
Akaba, Ryoichi
Sakuragi, Hirochika
Tokumaru, Katsumi
Addition of trifluoroacetic acid to adamantylideneadamantane in dichloromethane solution under oxygen in the dark results in a rapid oxygenation of the olefin.The reaction is proposed to proceed through a mechanism involving proton-induced electon transfer from the olefin to oxygen giving its radical cation and a hydroperoxy radical followed by their subsequent reactions.
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