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Synfacts 2009(12): 1357-1357  
DOI: 10.1055/s-0029-1218249
Metal-Catalyzed Asymmetric Synthesis and Stereoselective Reactions
© Georg Thieme Verlag Stuttgart ˙ New York

Asymmetric Transfer Hydrogenation of Nitroalkenes

Contributor(s): Mark Lautens, Chit Tsui
O. Soltani, M. A. Ariger, E. M. Carreira*
ETH Zürich, Switzerland
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Publication History

Publication Date:
20 November 2009 (online)

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Significance

Enantioselective catalytic hydrogenation is one of the most widely used methods in industry. Asymmetric transfer hydrogenation (ATH) methods are particularly attractive because of their relatively simple implementation (see Review below). The authors describe an efficient and ­convenient asymmetric transfer hydrogenation of β,β-disubstituted nitroalkenes with a diamine-­derived iridium(III) complex 1 using formic acid as a reductant. The method delivers chiral nitroalkanes in good to excellent selectivity under mild and operationally simple conditions.

Review: T. Ikariya, A. J. Blacker Acc. Chem. Res. 2007, 40, 1300-1308.