Mechanistic Insight to the Reaction Pathway of Aerobic Oxidative C–C Bond Cleavage of α-Hydroxy Ketones

Hui Liu; Xuefeng Jiang

doi:10.1055/s-0033-1338421

Synlett, Inhaltsverzeichnis

Synlett 2013; 24(11): 1311-1315
DOI: 10.1055/s-0033-1338421

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Mechanistic Insight to the Reaction Pathway of Aerobic Oxidative C–C Bond Cleavage of α-Hydroxy Ketones

Hui Liu

Shanghai Key Laboratory of Green Chemistry and Chemical Process, Department of Chemistry, East China Normal University, 3663 North Zhongshan Road, Shanghai 200062, P. R. of China Fax: +86(21)52133654 eMail: xfjiang@chem.ecnu.edu.cn

,

Xuefeng Jiang*

Shanghai Key Laboratory of Green Chemistry and Chemical Process, Department of Chemistry, East China Normal University, 3663 North Zhongshan Road, Shanghai 200062, P. R. of China Fax: +86(21)52133654 eMail: xfjiang@chem.ecnu.edu.cn

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Abstract

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Abstract

A novel transition-metal-free aerobic oxidative C–C bond-cleavage method has been developed. Oxygen, the ideal oxidant, was used as the oxidizing reagent. The dimeric intermediate and ¹⁸O-isotopic-labeling control experiments partially disclosed the reaction mechanism.

Key words

α-hydroxy ketones - esterification - aerobic oxidation - C–C bond cleavage - transition-metal-free

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