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Synfacts 2009(11): 1239-1239
DOI: 10.1055/s-0029-1218079
DOI: 10.1055/s-0029-1218079
Metal-Catalyzed Asymmetric Synthesis and Stereoselective Reactions
© Georg Thieme Verlag
Stuttgart ˙ New York
pH-Regulated Asymmetric Transfer Hydrogenation of Quinolines in Water
C. Wang, C. Li, X. Wu, A. Pettman, J. Xiao*
University of Liverpool and Pfizer, Sandwich, UK
Further Information
Publication History
Publication Date:
22 October 2009 (online)
Significance
The first organometallic asymmetric transfer hydrogenation reaction of quinoline derivatives is developed using the rhodium/Noyori Ts-dpen ligand complex as catalyst and formate as reductant in water. Conversion of this reaction is greatly dependent on the pH value of the water buffer, as anticipated by the mechanism involving reduction of protonated quinolines.