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Synfacts 2009(10): 1162-1162  
DOI: 10.1055/s-0029-1217950
Organo- and Biocatalysis
© Georg Thieme Verlag Stuttgart ˙ New York

Enantioselective Friedel-Crafts Alkylation Using Chiral Phosphoric Acid

Contributor(s): Benjamin List, Anna Lee
Y.-F. Sheng, Q. Gu, A.-J. Zhang, S.-L. You*
Shanghai Institute of Organic Chemistry and Wenzhou University, P. R. of China
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Publikationsdatum:
22. September 2009 (online)

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Significance

A highly enantioselective Brønsted acid-catalyzed Friedel-Crafts reaction of pyrroles and nitroolefins is described. The authors reported the efficient enantioselective alkylation of pyrroles for a wide range of substrates using chiral phosphoric acid 1. This work is the first example of an enantioselective organocatalytic Friedel-Crafts reaction of this substrate combination.