High-pressure Cycloaddition Reaction of Tropone with Furans

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<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>

Journal

  • Chemistry Letters

    Chemistry Letters 15 (8), 1315-1318, 1986-08

    Oxford University Press (OUP)

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