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Synfacts 2009(4): 0415-0415
DOI: 10.1055/s-0028-1087908
DOI: 10.1055/s-0028-1087908
Metal-Catalyzed Asymmetric Synthesis and Stereoselective Reactions
© Georg Thieme Verlag
Stuttgart ˙ New York
Iron-Catalyzed Asymmetric Transfer Hydrogenation of Ketones
A. Mikhailine, A. J. Lough, R. H. Morris*
University of Toronto, Canada
Further Information
Publication History
Publication Date:
23 March 2009 (online)
Significance
The authors report the synthesis of a novel iron catalyst which serves as the first efficient iron catalyst for the asymmetric hydrogenation of ketones. The scope includes a variety of aromatic ketones with moderate to good conversions and enantioselectivities. Non-aromatic ketones are challenging substrates as bulky groups next to the carbonyl are best for obtaining high enantioselectivities. A strong base is essential as no conversion is observed in its absence. Increasing the concentration of the ketone results in higher turnover numbers.