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Synfacts 2009(5): 0531-0531  
DOI: 10.1055/s-0029-1216619
Metal-Catalyzed Asymmetric Synthesis and Stereoselective Reactions
© Georg Thieme Verlag Stuttgart ˙ New York

Enantioselective Friedel-Crafts Alkylation of Indoles with Alkylidene Malonates

Contributor(s): Hisashi Yamamoto, Joshua P. Abell
Y. Liu, D. Shang, X. Zhou, X. Liu, X. Feng*
Sichuan University, Chengdu, P. R. of China
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Publikationsdatum:
22. April 2009 (online)

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Significance

The synthesis of optically active ­indole derivatives is important for the construction of more elaborate naturally occurring and potentially pharmaceutical agents. Most reports on the Friedel-Crafts alkylation of indoles with malonates are copper-catalyzed. The authors found a scandium catalyst with a chiral N,N′-dioxide ligand effective for this transformation.