Journal of the American Chemical Society · 2015 · 305 citations · 33 references
Natural SciencesChemistryBiocatalysisCatalysisOrganic ChemistryHeterocycle SynthesisPhotocatalysisPhotochemical KineticsPhotochemical SynthesisPhotochemistryAmbient Temperature EffectsEnantioselective PhotocatalysisOrganocatalysis Under LightPhotocatalytic SynthesisPhotochemical Effects
The visible-light-driven, phase-transfer-catalyzed, enantioselective perfluoroalkylation and trifluoromethylation of cyclic β-ketoesters is described. The photo-organocatalytic process, which occurs at ambient temperature and under visible light illumination, is triggered by the photochemical activity of in situ-generated electron donor-acceptor complexes, arising from the association of chiral enolates and perfluoroalkyl iodides. Preliminary mechanistic studies are reported.
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