Anodic Oxidations of α-Santonine in Acetonitrile. M. Salmon*, I. Neria, M. Aguilar 1 J. M. Mendez 1 , R. Miranda 2 , J. Cardenas and T. Hernandez-Perez. Instituto de Quimica de la Universidad Nacional Autonoma de Mexico, Circuito Exterior Coyoacδn, 04510 Mexico D.F. Abstract: Some anodic oxidations of α-santonine using different experimental conditions were performed on a Pt electrode in acetonitrile medium. Four main products were obtained: 14-hydroxy-ct-santonine, 4,5-epoxy-a-santonine, 14-acetamide-a-santonine and α-santonic acid. These oxidations were important since there are few methods to oxidize the allylic methyl groups attached to a,/3-unsaturated ketones. Introduction. The α-santonine structure \, possesses ana α, β- a', β'-unsaturated ketone and a lactone as main functional groups. The electrochemistry of this groups, can occur by either, electroreduction or electrooxidation. The first santonine electroreduction realized in 1959, was performed in order to obtain some polarographic determinations (1-3). The aim of this communication, was to make anodic oxidations of α-santonine in acetonitrile to establish a procedure to use, in order to modify other natural compounds with related structures. The experimental results, afforded new isolated products with different structure modifications than the previously reported (4). *salmon@servidor.unam.mx; Fax (525) 616 22 03. 'Facultad de Quimica, Divisiφn de Estudios de Posgrado, UN AM, Coyoacδn 04510, Mexico D. F. 2 Facultad de Estudios Superiores, UNAM, Cuautitlδn Izcalli, Estado de Mexico, Mexico. 159