Photo-organocatalytic enantioselective perfluoroalkylation of β-ketoesters

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Abstract

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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Woźniak, Ł., Murphy, J. J., & Melchiorre, P. (2015). Photo-organocatalytic enantioselective perfluoroalkylation of β-ketoesters. Journal of the American Chemical Society, 137(17), 5678–5681. https://doi.org/10.1021/jacs.5b03243

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