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Palladium-Catalyzed Hydroarylation, Hydroalkenylation, and Hydrobenzylation of Ynol Ethers with Organohalides: A Regio- and Stereoselective Entry to α,β- and β,β-Disubstituted Alkenyl Ethers

Weijian Cui, Jing Yin, Renwei Zheng, Cungui Cheng, Yihui Bai and Gangguo Zhu*

*Department of Chemistry, Zhejiang Normal University, 688 Yingbin Road, Jinhua 321004, China, Email: gangguozjnu.cn

W. Cui, J. Yin, R. Zheng, C. Cheng, Y. Bai, G. Zhu, J. Org. Chem., 2014, 79, 3487-3493.

DOI: 10.1021/jo5002356 (free Supporting Information)



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Abstract

In a highly regio- and stereoselective hydroarylation, hydroalkenylation, and hydrobenzylation of ynol ethers, a Pd-catalyzed reductive addition of organohalides, including aryl, alkenyl, and benzyl halides, in the presence of 2-propanol gives α,β- and β,β-disubstituted olefinic ethers in good yields.

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Key Words

arylation, aryl ketones, 2-Propanol


ID: J42-Y2014