Palladium-Catalyzed β-Arylation of α-Keto Esters

Blane P. Zavesky, Samuel L. Bartlett and Jeffrey S. Johnson*

*Department of Chemistry, University of North Carolina at Chapel Hill, Chapel Hill, North Carolina 27599-3290, United States, Email: jsjunc.edu

B. P. Zavesky, S. L. Bartlett, J. S. Johnson, Org. Lett., 2017, 19, 2126-2129.

DOI: 10.1021/acs.orglett.7b00761

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Abstract

A catalyst system derived from commercially available Pd₂(dba)₃ and PtBu₃ enables the coupling of α-keto ester enolates and aryl bromides to provide an array of β-stereogenic α-keto esters. The derived products are of broad interest given the prevalence of the α-keto acid substructure in biologically important molecules.

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Key Words

arylation

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ID: J54-Y2017