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Photo-organocatalytic Enantioselective Perfluoroalkylation of ?-Ketoesters.

ABSTRACT: The visible-light-driven, phase-transfer-catalyzed, enantioselective perfluoroalkylation and trifluoromethylation of cyclic ?-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.

SUBMITTER: Wozniak L

PROVIDER: S-EPMC4428001 | biostudies-literature | 2015 May

REPOSITORIES: biostudies-literature

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Photo-organocatalytic Enantioselective Perfluoroalkylation of β-Ketoesters.

Woźniak Łukasz Ł Murphy John J JJ Melchiorre Paolo P

Journal of the American Chemical Society 20150424 17

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. ...[more]

PMID: 25901659

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