Synlett 2013; 24(11): 1311-1315
DOI: 10.1055/s-0033-1338421
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© Georg Thieme Verlag Stuttgart · New York

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

Authors

  • 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
Further Information

Publication History

Received: 22 February 2013

Accepted after revision: 25 March 2013

Publication Date:
23 April 2013 (online)


Graphical Abstract

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.