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Communication | Regular issue | Vol 16, No. 3, 1981, pp.359-362
Published online, 1st January, 1970
DOI: 10.3987/R-1981-03-0359
2-Azabicyclo[3.2.0]heptane-3,4-diones (2): Stereochemistry of the Photo-cycloadducts of 3-Ethoxycarbonyl-2-phenyl-Δ2-pyrroline-4,5-dione with Substituted Olefins

Takehiro Sano,* Yoshie Horiguchi, and Yoshisuke Tsuda

*Showa Pharmaceutical University, 3-3165, Higashi-tamagawagakuen, Machida, Tokyo 194-8543, Japan


The stereochemistries of photo-cycloadducts of 3-ethoxycarbonyl-2-phenyl-Δ2-pyrroline-4,5-dione with substituted olefins were established by chemical and spectroscopic means. Styrene- and butadiene-major adducts were 7-exo-isomers, while ethyl vinyl ether- and vinyl acetate-major adducts were 7-endo-isomers. The 7,7-disubstituted derivative, the isopropenyl acetate-adduct, was also established as an O-endo-isomer.