Synthesis of substituted tetrahydronaphthalenes by manganese (III), cerium (IV), and iron (III) oxidation of substituted diethyl. alpha.-benzylmalonates in the presence …

A Citterio, R Sebastiano, A Marion…

文献索引：Citterio, Attilio; Sebastiano, Roberto; Marion, Antonio; Santi, Roberto Journal of Organic Chemistry, 1991 , vol. 56, # 18 p. 5328 - 5335

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被引用次数: 78

摘要

The oxidation of substituted diethyl a-benzylmalonates (la-m) by manganese (II1) acetate in acetic acid, cerium (1V) ammonium nitrate in methanol, or iron (II1) perchlorate in acetonitrile in the presence of substituted olefm 2a-u was investigated. The results are consistent with a common mechanism. It involves selective generation of malonyl radicals from high-valent metal malonyl complexes, their addition to the olefin, and competition of ...