The Reaction of 1-Amino-2, 3-diphenylcyclopropenium Ions with 1, 3-Diketones to Afford 2, 4-Cyclopentadien-1-ols: The Regioselective Ring-Opening of 1- …

…, T Tamai, T Ogata, K Matsumoto

文献索引：Yoshida, Hiroshi; Tamai, Tomoji; Ogata, Tsuyoshi; Matsumoto, Kiyoshi Bulletin of the Chemical Society of Japan, 1988 , vol. 61, p. 2891 - 2896

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被引用次数: 8

摘要

1-Amino-2, 3-diphenylcyclopropenium tetrafluoroborates (4) reacted with cyclic or acyclic 1, 3-dicarbonyl derivatives (5) such as 1, 3-diketones, β-keto esters, or gem-diesters in the presence of triethylamine to give 2, 4-cyclopentadien-1-ols in moderate to good yields. Some isolated cyclopropene intermediates were, upon heating, converted to the corresponding cyclopentadienols. The factors that influence on the reactivities of 4 and 5 ( ...