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Ligand-controlled regiodivergent palladium-catalyzed decarboxylative allylation reaction to access ?,?-difluoroketones.

ABSTRACT: ?,?-Difluoroketones possess unique physicochemical properties that are useful for developing therapeutics and probes for chemical biology. To access the ?-allyl-?,?-difluoroketone substructure, complementary palladium-catalyzed decarboxylative allylation reactions were developed to provide linear and branched ?-allyl-?,?-difluoroketones. For these orthogonal processes, the fluorination pattern of the substrate enabled the ligands to dictate the regioselectivity of the transformations.

SUBMITTER: Yang MH

PROVIDER: S-EPMC4373536 | biostudies-literature | 2015 Feb

REPOSITORIES: biostudies-literature

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Ligand-controlled regiodivergent palladium-catalyzed decarboxylative allylation reaction to access α,α-difluoroketones.

Yang Ming-Hsiu MH Orsi Douglas L DL Altman Ryan A RA

Angewandte Chemie (International ed. in English) 20150107 8

α,α-Difluoroketones possess unique physicochemical properties that are useful for developing therapeutics and probes for chemical biology. To access the α-allyl-α,α-difluoroketone substructure, complementary palladium-catalyzed decarboxylative allylation reactions were developed to provide linear and branched α-allyl-α,α-difluoroketones. For these orthogonal processes, the fluorination pattern of the substrate enabled the ligands to dictate the regioselectivity of the transformations. ...[more]

PMID: 25581845

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