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Ruthenium-Catalyzed Oxidation of Alkenes at Room Temperature: A Practical and Concise Approach to α-Diketones

Shulin Chen, Zhaojun Liu, Erbo Shi, Long Chen, Wei Wei, Hong Li, Yannan Cheng and Xiaobing Wan*

*Key Laboratory of Organic Synthesis of Jiangsu Province, College of Chemistry, Chemical Engineering and Materials Science, Soochow University, Suzhou 215123, P. R. China, Email: wanxbsuda.edu.cn

S. Chen, Z. Liu, E. Shi, L. Chen, W. Wei, H. Li, Y. Cheng, X. Wan, Org. Lett., 2011, 13, 2274-2277.

DOI: 10.1021/ol200716d


Abstract

A ruthenium-catalyzed oxidation of alkenes allows an efficient route to α-diketones using TBHP as an oxidant, is highly functional group tolerant and practically convenient, requires no additional ligand, and operates under mild conditions with short reaction times. Based upon experimental observations, a plausible mechanism is proposed.


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Key Words

1,2-diketones, tert-butylhydroperoxide


ID: J54-Y2011-1300