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Pd-Catalyzed Substitution of the OH Group of Nonderivatized Allylic Alcohols by Phenols

Thanya Rukkijakan, Sunisa Akkarasamiyo, Supaporn Sawadjoon and Joseph S. M. Samec*

*Department of Organic Chemistry, Stockholm University, 106 91, Stockholm, Sweden, Email: joseph.samecsu.se

T. Rukkijakan, S. Akkarasamiyo, S. Sawadjoon, J. S. M. Samec, J. Org. Chem., 2018, 83, 4099-4104.

DOI: 10.1021/acs.joc.7b03274 (free Supporting Information)



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Abstract

A Pd[BiPhePhos] catalyst enables the use nonactivated phenols as nucleophiles in the allylation of nonderivatized allylic alcohols to generate allylated phenolic ethers in very good yields with water as the only byproduct. The kinetically favored O-allylated products are formed exclusively over the thermodynamically favored C-allylated products.

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Key Words

ethers


ID: J42-Y2018