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Synfacts 2007(6): 0607-0607  
DOI: 10.1055/s-2007-968557
Metal-Catalyzed Asymmetric Synthesis and Stereoselective Reactions
© Georg Thieme Verlag Stuttgart · New York

New Biferrocene P,P,O-Ligand

Contributor(s): Mark Lautens, Yann Bethuel
H.-L. Zhang, X.-L. Hou*, L.-X. Dai*, Z.-B. Luo
Shanghai Institute of Organic Chemistry, P. R. of China
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Publication History

Publication Date:
22 May 2007 (online)

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Significance

The primary focus of this work is the synthesis of the new P,P,O-ligand 4 designed by Hou and Dai. To demonstrate its utility, it was applied to the asymmetric hydrogenation of ketones. Although the only substrates tested in this report were β-hydroxy ketones 1, the enantio­selectivity obtained is high. Previous hydrogenation methods using Ru(II)/MeO-BIPHEP are excellent for alkyl ketones, but gave 95% ee with aryl ketones like 1 (P. Bertus et al. Tetrahedron Lett. 1999, 40, 3175-3178).