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Synfacts 2010(6): 0680-0680
DOI: 10.1055/s-0029-1219864
DOI: 10.1055/s-0029-1219864
Metal-Catalyzed Asymmetric Synthesis and Stereoselective Reactions
© Georg Thieme Verlag
Stuttgart ˙ New York
Synthesis and Applications of Acyclic Chiral Diene Ligands
X. Hu, Z. Cao, Z. Liu, Y. Wang, H. Du*
Beijing National Laboratory of Molecular Sciences, P. R. of China
Further Information
Publication History
Publication Date:
20 May 2010 (online)
![](https://www.thieme-connect.de/media/synfacts/201006/lookinside/thumbnails/10.1055-s-0029-1219864-1.jpg)
Significance
Chiral bicyclic diene ligands have been successfully employed in asymmetric catalysis, however, their syntheses are often quite challenging. The authors present a simple one-step synthesis of an acyclic chiral diene ligand 3 via palladium(0)-catalyzed asymmetric diamination of 1,5-hexadiene (1) in excellent ee. This type of ligands have been shown to be effective in rhodium-catalyzed asymmetric 1,4-addition of phenylboronic acid to 2-cyclohexenone. Excellent conversion and up to 85% ee can be obtained with selected ligands.