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Communication | Regular issue | Vol 20, No. 7, 1983, pp.1259-1262
Published online, 1st January, 1970
DOI: 10.3987/R-1983-07-1259
Thallium (III) Nitrate (TTN) Oxidation of 2,8-Dioxo-1,7-cycloerythrinans: A New Skeletal Rearrangement

Yoshisuke Tsuda and Akira Nakai

*Faculty of Pharmaceutical Scicences, Kanazawa University, 13-1 Takara-machi, Kanazawa 920-0934, Japan

Abstract

Oxidation of 2,8-dioxo-1,7-cycloerythrinans (1a, b) with excess TTN in MeOH gave rearrangement products (2a, b), whose structures were elucidated mainly on the basis of spectral evidence. The intermediate to 2 from the ketone (1) was found to be the dimethylketal.