Photo-organocatalytic Enantioselective Perfluoroalkylation of β-Ketoesters

[Image: see text] 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 ph...

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Autores principales: Woźniak, Łukasz, Murphy, John J., Melchiorre, Paolo
Formato: Online Artículo Texto
Lenguaje:English
Publicado: American Chemical Society 2015
Acceso en línea:https://www.ncbi.nlm.nih.gov/pmc/articles/PMC4428001/
https://www.ncbi.nlm.nih.gov/pubmed/25901659
http://dx.doi.org/10.1021/jacs.5b03243
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author Woźniak, Łukasz
Murphy, John J.
Melchiorre, Paolo
author_facet Woźniak, Łukasz
Murphy, John J.
Melchiorre, Paolo
author_sort Woźniak, Łukasz
collection PubMed
description [Image: see text] 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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spelling pubmed-44280012015-05-13 Photo-organocatalytic Enantioselective Perfluoroalkylation of β-Ketoesters Woźniak, Łukasz Murphy, John J. Melchiorre, Paolo J Am Chem Soc [Image: see text] 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. American Chemical Society 2015-04-22 2015-05-06 /pmc/articles/PMC4428001/ /pubmed/25901659 http://dx.doi.org/10.1021/jacs.5b03243 Text en Copyright © 2015 American Chemical Society This is an open access article published under an ACS AuthorChoice License (http://pubs.acs.org/page/policy/authorchoice_termsofuse.html) , which permits copying and redistribution of the article or any adaptations for non-commercial purposes.
spellingShingle Woźniak, Łukasz
Murphy, John J.
Melchiorre, Paolo
Photo-organocatalytic Enantioselective Perfluoroalkylation of β-Ketoesters
title Photo-organocatalytic Enantioselective Perfluoroalkylation of β-Ketoesters
title_full Photo-organocatalytic Enantioselective Perfluoroalkylation of β-Ketoesters
title_fullStr Photo-organocatalytic Enantioselective Perfluoroalkylation of β-Ketoesters
title_full_unstemmed Photo-organocatalytic Enantioselective Perfluoroalkylation of β-Ketoesters
title_short Photo-organocatalytic Enantioselective Perfluoroalkylation of β-Ketoesters
title_sort photo-organocatalytic enantioselective perfluoroalkylation of β-ketoesters
url https://www.ncbi.nlm.nih.gov/pmc/articles/PMC4428001/
https://www.ncbi.nlm.nih.gov/pubmed/25901659
http://dx.doi.org/10.1021/jacs.5b03243
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