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Enantioselective Friedel–Crafts alkylation of indole derivatives catalyzed by new Yb(OTf)3-pyridylalkylamine complexes as chiral Lewis acids†
Aurelia Dinut,Sylvain Marque,Jérôme Marrot,Richard Gil,Damien Prim
Organic & Biomolecular Chemistry Pub Date : 11/11/2010 00:00:00 , DOI:10.1039/C0OB00461H
Abstract

New Yb(OTf)3-pyridylalkylamine complexes have been employed as chiral Lewis acids in the enantioselective Friedel–Crafts alkylation of indole derivatives with trifluoropyruvates. The influence of the substituents as well as the configuration of the ligands have been studied and allowed us to reach enantiomeric excesses up to 83%.

Graphical abstract: Enantioselective Friedel–Crafts alkylation of indole derivatives catalyzed by new Yb(OTf)3-pyridylalkylamine complexes as chiral Lewis acids
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