Journal
ANGEWANDTE CHEMIE-INTERNATIONAL EDITION
Volume 54, Issue 8, Pages 2361-2365Publisher
WILEY-V C H VERLAG GMBH
DOI: 10.1002/anie.201410039
Keywords
allylation; fluorine; palladium; phosphine ligands; regioselectivity
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Funding
- American Chemical Society Petroleum Research Fund [5207-DNI1]
- Herman Frasch Foundation for Chemical Research [701-HF12]
- University of Kansas, Office of the Provost, Department of Medicinal Chemistry
- General Research Fund [2301795]
- NSF Academic Research Infrastructure Grant [9512331]
- NSF Major Research Instrumentation Grant [9977422]
- NIH Center Grant [P20 GM103418]
- Division Of Chemistry
- Direct For Mathematical & Physical Scien [9977422] Funding Source: National Science Foundation
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alpha,alpha-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.
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