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Synfacts 2009(4): 0404-0404
DOI: 10.1055/s-0028-1087904
DOI: 10.1055/s-0028-1087904
Metal-Catalyzed Asymmetric Synthesis and Stereoselective Reactions
© Georg Thieme Verlag
Stuttgart ˙ New York
Zirconium-Catalyzed Friedel-Crafts Alkylation of Pyrrole
G. Blay, I. Fernández, A. Monleón, J. R. Pedro*, C. Vila
Universitat de València, Spain
Further Information
Publication History
Publication Date:
23 March 2009 (online)
![](https://www.thieme-connect.de/media/synfacts/200904/lookinside/thumbnails/10.1055-s-0028-1087904-1.jpg)
Significance
The zirconium-catalyzed enantioselective Friedel-Crafts alkylation of pyrrole with 2,2,2-trifluoroacetophenones is reported. The resulting pyrroles with a trifluoromethyl-substituted tertiary alcohol moiety are afforded in high yield and enantioselectivity. In addition, the BINOL-type ligands are commercially available in both enantiomeric forms. Thus, this procedure enables ready access to both enantiomers of the target compounds.