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Synfacts 2011(5): 0528-0528  
DOI: 10.1055/s-0030-1259821
Metal-Catalyzed Asymmetric Synthesis and Stereoselective Reactions
© Georg Thieme Verlag Stuttgart ˙ New York

Lewis Acid Catalyzed Asymmetric Synthesis of Tetrahydroquinolines

Contributor(s): Mark Lautens, Stephen G. Newman
W. Cao, X. Liu, W. Wang, L. Lin, X. Feng*
Sichuan University, Chengdu, P. R. of China
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Publication History

Publication Date:
15 April 2011 (online)

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Significance

Tetrahydroquinolines are a family of heterocycles traditionally synthesized by the Povarov reaction or reduction of quinolines. Utilizing chiral N,N′-dioxide ligands and a cobalt catalyst, the authors prepare chiral tetrahydroquinolines through a domino hydride transfer-cyclization protocol. The catalyst is proposed to chelate to the diester group of the starting material, activating the substrate.