The Journal of Organic Chemistry

Crisscross dimerization of 1-isopropylidene-4, 4-dimethyl-2, 5-cyclohexadiene

SF Nelsen, MF Teasley

文献索引：Nelsen, Stephen F.; Teasley, Mark F. Journal of Organic Chemistry, 1986 , vol. 51, # 22 p. 4319 - 4320

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被引用次数: 4

摘要

Sir: We report here that the substituted dendralenel 1-isopropylidene-4, 4-dimethyl-2, 5-cy~ lohexadiene~(1) can be efficiently converted to its crisscross dimer 2 in a single operation, in which four u bonds form to generate four five-membered rings. We initially studied 1 to see if cation-radical-catalyzed oxygenation yould occur, as it does with some methyl-substituted alkenes to give dioxetanes3. Cyclic voltammetry on 1 in 0.1 M TBABFl in CH2C12 with ...