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Synfacts 2010(8): 0904-0904  
DOI: 10.1055/s-0030-1257779
Metal-Catalyzed Asymmetric Synthesis and Stereoselective Reactions
© Georg Thieme Verlag Stuttgart ˙ New York

Synthesis and Application of C2-Bridged Diphosphine Palladium Complexes

Contributor(s): Mark Lautens, Stephen G. Newman
H.-K. Luo*, Y.-L. Woo, H. Schumann, C. Jacob, M. van Meurs, H.-Y. Yang, Y.-T. Tan
Institute of Chemical and Engineering Sciences, A*STAR, Jurong Island, Singapore and Technische Universität Berlin, Germany
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Publication History

Publication Date:
22 July 2010 (online)

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Significance

Many classes of ‘privileged’ chiral ligands often provide high enantioselectivities in metal-catalyzed reactions. One such ligand class are C2-bridged chiral diphosphines, which form stable five-membered ring chelates with metals. The authors investigate four members of this family in the palladium-catalyzed enantioselective carbonyl-ene reaction. BINAPHANE-derived catalysts give the highest enantioselectivies compared to BINAPINE, TANGPHOS, and DUPHOS ligands.