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Synfacts 2010(8): 0905-0905
DOI: 10.1055/s-0030-1257772
DOI: 10.1055/s-0030-1257772
Metal-Catalyzed Asymmetric Synthesis and Stereoselective Reactions
© Georg Thieme Verlag
Stuttgart ˙ New York
Modular Synthesis of P-OP Ligands and Application in Asymmetric Hydrogenation
H. Fernández-Pérez, S. M. A. Donald, I. J. Munslow, J. Benet-Buchholz, F. Maseras*, A. Vidal-Ferran*
Institute of Chemical Research of Catalonia, Tarragona, Universitat Autònoma de Barcelona, Bellaterra and Catalan Institution for Research and Advanced Studies, Barcelona, Spain
Further Information
Publication History
Publication Date:
22 July 2010 (online)
Significance
The authors have reported a convenient modular synthesis of enantiomerically pure P-OP ligands (phosphine-phosphite) L1-3 from enantiopure Sharpless epoxy ethers. The alkoxy (OR¹), phosphine (PR² 2), and phosphite groups can be easily modified to optimize the reactivity and enantioselectivity. They are highly effective for rhodium-catalyzed asymmetric hydrogenation of an array of functionalized alkenes. The (S)-BINOL-derived ligand L3 gave the highest enantioselectivity.