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Palladium-Catalyzed ?-Arylation of ?-Keto Esters.

ABSTRACT: A catalyst system derived from commercially available Pd2(dba)3 and PtBu3 has been applied to the coupling of ?-keto ester enolates and aryl bromides. The reaction provides access to an array of ?-stereogenic ?-keto esters. When the air-stable ligand precursor PtBu3·HBF4 is employed, the reaction can be carried out without use of a glovebox. The derived products are of broad interest given the prevalence of the ?-keto acid substructure in biologically important molecules.

SUBMITTER: Zavesky BP

PROVIDER: S-EPMC5598777 | biostudies-literature | 2017 Apr

REPOSITORIES: biostudies-literature

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Palladium-Catalyzed β-Arylation of α-Keto Esters.

Zavesky Blane P BP Bartlett Samuel L SL Johnson Jeffrey S JS

Organic letters 20170411 8

A catalyst system derived from commercially available Pd2(dba)3 and PtBu3 has been applied to the coupling of α-keto ester enolates and aryl bromides. The reaction provides access to an array of β-stereogenic α-keto esters. When the air-stable ligand precursor PtBu3·HBF4 is employed, the reaction can be carried out without use of a glovebox. The derived products are of broad interest given the prevalence of the α-keto a ...[more]

PMID: 28397500

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