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Fluorination Enables a Ligand-Controlled Regiodivergent Palladium-Catalyzed Decarboxylative Allylation Reaction to Access α,α-Difluoroketones
Yang, Ming-Hsiu Orsi, Douglas L. Altman, Ryan A.
Yang, Ming-Hsiu
Orsi, Douglas L.
Altman, Ryan A.
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Abstract
α,α-Difluoroketones possess unique physicochemical properties that are useful for developing therapeutics and probes for chemical biology. In order to access the α-allyl-α,α-difluoroketone substructure, complementary Pd-catalyzed decarboxylative allylation reactions were developed to provide linear and branched α-allyl-α,α-difluoroketones. For these orthogonal processes, the regioselectivity was uniquely controlled by fluorination of the substrate and the structure of ligand.
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This is the peer reviewed version of the following article: Yang, M., Orsi, D. L., & Altman, R. A. (2015). Fluorination Enables a Ligand-Controlled Regiodivergent Palladium-Catalyzed Decarboxylative Allylation Reaction to Access α,α-Difluoroketones. Angewandte Chemie (International Ed. in English), 54(8), 2361–2365. http://doi.org/10.1002/anie.201410039, which has been published in final form at doi.org/10.1002/anie.201410039. This article may be used for non-commercial purposes in accordance with Wiley Terms and Conditions for Self-Archiving.
Date
2015-02-16
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Wiley
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Keywords
Allylation, Regioselectivity, Synthetic methods, P ligands, Palladium
Citation
Yang, M., Orsi, D. L., & Altman, R. A. (2015). Fluorination Enables a Ligand-Controlled Regiodivergent Palladium-Catalyzed Decarboxylative Allylation Reaction to Access α,α-Difluoroketones. Angewandte Chemie (International Ed. in English), 54(8), 2361–2365. http://doi.org/10.1002/anie.201410039