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Communication | Regular issue | Vol 4, No. 7, 1976, pp.1237-1242
Published online, 1st January, 1970
DOI: 10.3987/R-1976-07-1237
Thermal Reaction of 1-Phenyl-2-ethoxycarbonyl-3-benzoyl-Δ2-pyrroline-4,5-dione with Olefins

Yoshisuke Tsuda,* Yoshie Horiguchi, and Takehiro Sano

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

Abstract

Olefins carrying electron rich substituents thermally cycloadded to 1-phenyl-2-ethoxycarbonyl-3-benzoyl-Δ2-pyrroline-4,5-dione in regio- and stereospecific manner to give [4+2] cycloadducts, while olefins with electron deficient substituents did not react at all. These facts indicated that the donor-acceptor interaction played an important role in this reaction.