B₂pin₂-Mediated Palladium-Catalyzed Diacetoxylation of Aryl Alkenes with O₂ as Oxygen Source and Sole Oxidant

Jiuzhong Huang, Lu Ouyang, Jianxiao Li, Jia Zheng, Wuxin Yan, Wanqing Wu, Huanfeng Jiang*

*School of Chemistry and Chemical Engineering, South China University of Technology, Guangzhou 510640, P. R. China, Email: jianghfscut.edu.cn

J. Huang, L. Ouyang, J. Li, J. Zheng, W. Yan, W. Wu, H. Jiang, Org. Lett., 2018, 20, 5090-5093.

DOI: 10.1021/acs.orglett.8b01806

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Abstract

The use of bis(pinacolato)diboron enables a palladium-catalyzed alkene diacetoxylation with oxygen as both the sole oxidant and oxygen source. This method displayes good functional group tolerance with good yields and can be applied to late-stage modifications of natural products.

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Key Words

dihydroxylation, oxygen

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ID: J54-Y2018