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Epoxidation of simple allenes. Role of cyclopropanones as reactive intermediates

JK Crandall, WH Machleder…

文献索引:Crandall,J.K. et al. Journal of Organic Chemistry, 1973 , vol. 38, p. 1149 - 1154

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被引用次数: 25

摘要

The peracid oxidation of tetramethylallene, 1, l-dimethylallene, and 1, 2-cyclononadiene has been studied. The products of these reactions are rationalized in terms of initial formation of an allene oxide followed by competitive partitioning of this reactive species between valence isomerism to the related cyclopropanone and further oxidation to a dioxaspiropentane derivative. In addition to combining with the carboxylic acid generated during the oxidation ...