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Report | Regular issue | Vol 24, No. 3, 1986, pp.665-668
Published online, 1st January, 1970
DOI: 10.3987/R-1986-03-0665
Reaction of 3a,4-Dihydrophthalides with Acetylenic Dienophiles

Michihiko Noguchi,* Shinji Kakimoto, and Shoji Kajigaeshi

*Department of Applied Chemistry, Faculty of Engineering, Yamaguchi University, 2-16-1 Tokiwadai, Ube, Yamaguchi 755-8611, Japan

Abstract

The tricyclo[2.2.2]octa-2,5-diene-4,7-carbolactones, the initially-formed Diels-Alder adducts from 3a,4-dihydrophthalides and acetylenic dienophiles, were so strained that they underwent the retro-Diels-Alder reaction to afford the benzene derivatives in good yields.