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Communication | Regular issue | Vol 34, No. 12, 1992, pp.2259-2261
Published online, 1st January, 1970
DOI: 10.3987/COM-92-6157
A Lewis Acid Mediated Intramolecular [2+2] Cycloaddition of 3-(9-Methylundeca-7,9-dienyl)-9-methylene-2,8-dioxabicyclo[4.3.0]nonane-5,7-dione

Kei Takeda,* Akihiko Shimotani, and Eiichi Yoshii*, and Kentaro Yamaguchi

*Faculty of Pharmaceutical Sciences, Toyama Medical and Pharmaceutical University, Sugitani 2630, Toyama 930-01, Japan

Abstract

Treatment of 3-(9-methylundeca-7,9-dienyl)-9-methylene-2,8-dioxabicyclo[4.3.0]nonane-5,7-dione (3) with SnCl4 in CH2Cl2 at -80 °C produced intramolecular [2+2] cycloadducts (6a-d) rather than intramolecular Diels-Alder adducts.