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Synfacts 2009(1): 0072-0072  
DOI: 10.1055/s-0028-1087407
Metal-Catalyzed Asymmetric Synthesis and Stereoselective Reactions
© Georg Thieme Verlag Stuttgart ˙ New York

Application of a New Biphenyl Diamine Ligand in Enantioselective Hydrogenation

Contributor(s): Mark Lautens, Frédéric Ménard
C.-J. Wang*, F. Gao, G. Liang
Wuhan University, P. R. of China
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Publication History

Publication Date:
18 December 2008 (online)

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Significance

Chiral bis(aminophosphine) L1 and L2 were found to be efficient ligands in the enantioselective hydrogenation of enamides under rhodium catalysis. The authors report the resolution of the racemic diamine 1 using the inexpensive camphorsulfonyl chloride; thereby accessing a new family of chiral ligands. Both L1 and L2 provided the highest enantioselectivity reported for hydrogenation with bis(aminophosphine) ligands. Importantly, L1-L3 are stable to chromatography in air.