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Screening of chiral catalysts for enantioselective electrophilic fluorination of β-ketoesters
Authors:Jun-An Ma
Institution:UMR 6014 CNRS de l’Institut de Recherche en Chimie Organique Fine (IRCOF), Université de Rouen, Rue Tesnière, F-76821 Mont Saint Aignan Cedex, France
Abstract:A variety of oxygen- and nitrogen-containing chiral ligands in combination with various metals have been screened in the enantioselective electrophilic fluorination of β-ketoesters. This study involved the use of readily available substrates, chiral ligands and electrophilic fluorinating agents. In particular, heterobimetallic Al-Li-BINOL complex allowed to obtain enantiomerically enriched α-fluoro-β-ketoesters in high yields and moderate enantioselectivities; up to 67% ee. A comparison with previously reported chiral ligands is provided.
Keywords:Asymmetric catalysis  Chiral ligands  Enantioselective electrophilic fluorination  Heterobimetallic complexes  β-Ketoesters
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