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Anti-Markovnikov Oxidation of β-Alkyl Styrenes with H2O as the Terminal Oxidant

Guoting Zhang, Xia Hu, Chien-Wei Chiang, Hong Yi, Pengkun Pei, Atul K. Singh and Aiwen Lei*

*College of Chemistry and Molecular Sciences, Institute for Advanced Studies (IAS), Wuhan University, Wuhan, Hubei 430072, P. R. China, Email: aiwenleiwhu.edu.cn

G. Zhang, X. Hu, C.-W. Chiang, H. Yi, P. Pei, A. K. Singh, A. Lei, J. Am. Chem. Soc., 2016, 138, 12037-12040.

DOI: 10.1021/jacs.6b07411 (free Supporting Information)


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Abstract

The synergistic effect of photocatalysis and proton-reduction catalysis enables an unprecedented dehydrogenative oxygenation of β-alkyl styrenes and their derivatives with water under external-oxidant-free conditions. This dual catalytic system possesses the single anti-Markovnikov selectivity due to the property of the visible-light-induced alkene radical cation intermediate.

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Note

In this reaction, H2O is not the terminal oxidant. External Oxidants-Free Anti-Markovnikov Oxidation of β-Alkyl Styrenes with Hydrogen Evolution as title would be better.

Aiwen Lei, July 23, 2017


Key Words

oxydation of alkenes


ID: J48-Y2016