Synfacts 2009(12): 1378-1378  
DOI: 10.1055/s-0029-1218316
Metal-Catalyzed Asymmetric Synthesis and Stereoselective Reactions
© Georg Thieme Verlag Stuttgart ˙ New York

Scandium Catalyzed Friedel-Crafts Alkylation of Indoles

Contributor(s): Hisashi Yamamoto, Pingfan Li
Y. Hui, Q. Zhang, J. Jiang, L. Lin, X. Liu, X. Feng*
Sichuan University, Chengdu, P. R. of China
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20. November 2009 (online)


A chiral N,N′-dioxide scandium(III) catalyzed enantioselective Friedel-Crafts alkylation of indoles with ethyl glyoxylate was developed. After careful optimization of ligand structures and reaction conditions, up to 95% ee of the resulting 3-indolyl(hydroxy)acetate products were obtained.