Photo-organocatalytic Enantioselective Perfluoroalkylation of β-Ketoesters | Zendy

Łukasz Woźniak | Zendy; John J. Murphy | Zendy; Paolo Melchiorre | Zendy

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Photo-organocatalytic Enantioselective Perfluoroalkylation of β-Ketoesters

Author(s) -

Łukasz Woźniak,

John J. Murphy,

Paolo Melchiorre

Publication year - 2015

Publication title -

journal of the american chemical society

Language(s) - English

Resource type - Journals

SCImago Journal Rank - 7.115

H-Index - 612

eISSN - 1520-5126

pISSN - 0002-7863

DOI - 10.1021/jacs.5b03243

Subject(s) - chemistry , enantioselective synthesis , trifluoromethylation , photochemistry , organocatalysis , catalysis , electron transfer , visible spectrum , combinatorial chemistry , acceptor , organic chemistry , trifluoromethyl , optoelectronics , alkyl , physics , condensed matter physics

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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