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Catalytic Enantioselective Carbon-Oxygen Bond Formation: Phosphine-Catalyzed Synthesis of Benzylic Ethers via the Oxidation of Benzylic C-H Bonds

Daniel T. Ziegler and Gregory C. Fu*

*Division of Chemistry and Chemical Engineering, California Institute of Technology, Pasadena, California 91125, United States, Email: gcfucaltech.edu

D. T. Ziegler, G. C. Fu, J. Am. Chem. Soc., 2016, 138, 12069-12072.

DOI: 10.1021/jacs.6b08486 (free Supporting Information)



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Abstract

Chiral phosphine-catalyzed coupling of two readily available partners, γ-aryl-substituted alkynoates and alcohols, under mild conditions enables the enantioselective synthesis of benzylic ethers via internal redox reaction of the alkynoate partner.

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Key Words

hydroxylation, ethers, organocatalysis


ID: J48-Y2016