High-pressure Cycloaddition Reaction of Tropone with Furans

Shigeru Sugiyama, Tohru Tsuda, Akira Mori, Hitoshi Takeshita, Mitsuaki Kodama

doi:10.1002/chin.198709157

High-pressure Cycloaddition Reaction of Tropone with Furans

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Shigeru Sugiyama

Research Institute of Industrial Science, 86, Kyushu University
Tohru Tsuda

Research Institute of Industrial Science, 86, Kyushu University
Akira Mori

Research Institute of Industrial Science, 86, Kyushu University
Hitoshi Takeshita

Research Institute of Industrial Science, 86, Kyushu University
Mitsuaki Kodama

Pharmaceutical School of Tokushima Bunri University

説明

<jats:title>Abstract</jats:title> <jats:p>Thermal reactions of tropone with furan and 2-methoxyfuran gave mainly the endo-[4+2] cycloadducts at 3000 bar. In the latter case, the products further reacted with tropone to yield 2:1-adducts. The NMR spectral data defined their stereochemistry; predominant formation of endo-adduct is rare in the Diels–Alder reaction of furans. This must be due to the conditions employed, under which the cycloreversion is prevented.</jats:p>