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Synfacts 2010(6): 0684-0684
DOI: 10.1055/s-0029-1219973
DOI: 10.1055/s-0029-1219973
Metal-Catalyzed Asymmetric Synthesis and Stereoselective Reactions
© Georg Thieme Verlag
Stuttgart ˙ New York
Zinc-Catalyzed Enantioselective Friedel-Crafts Alkylation
Y. Huang, E. Tokunage, S. Suzuki, M. Shiro, N. Shibata*
Nagoya Institute of Technology and Rigaku Corporation, Akishima, Japan
Further Information
Publication History
Publication Date:
20 May 2010 (online)
Significance
The first Lewis acid catalyzed enantioselective Friedel-Crafts alkylation of pyrroles and indoles with β-CF3 acrylates was presented. Excellent yields (90-99%) and high ee values (75-99%) of the resulting chiral trifluoro-methylated products were obtained. The chiral product was also used to synthesize unreported trifluorinated heliotridane.