Acylation of 4-substituted 6-hydroperoxy-2,6-di--butyl-2,4-cyclohexadienones |
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Authors: | A Nishinaga K Nakamura T Shimizu T Matsuura |
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Institution: | Department of Synthetic Chemistry, Faculty of Engineering, Kyoto University, Kyoto, Japan |
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Abstract: | Acylation of 4-aryl-2,6-di--butyl- and 2,4,6-tri--butyl- 6-hydroperoxy-2,4-cyclohexadienones gave unexpected products, 4-acyloxy-5,6-epoxy-2-cyclohexenones and 2-acyloxy-5,6-epoxy-3-cyclohexenones. The reaction involves a rapid homolysis of the peroxy bond of peroxy esters transiently formed in the pre-existing slow step. |
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