Three-electron oxidations. 13. Intramolecular cooxidation of 2, 7-dihydroxyheptanoic acid. Structure of the transition state in the chromium (VI) oxidation of alcohols

KG Srinivasan, J Rocek

文献索引：Srinivasan,K.G.; Rocek,J. Journal of the American Chemical Society, 1978 , vol. 100, p. 2789 - 2795

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被引用次数: 2

摘要

Abstract: The investigation of the chromic acid oxidation of a series of dihydroxy acids HO (CH2), CHOHC02H revealed that 2, 7-dihydroxyheptanoic acid (n= 5) reacts entirely differently than other members of the ser, ies. It undergoes a very rapid cooxidation on both functional groups to yield carbon dioxide and the free radical OCH (CH2) &HOH as primary products. The radical is subsequently oxidized to the dialdehyde 1, 6-hexanedial. The ...