Asymmetric hydrogenation catalyzed by rhodium complexes of 2,3-bis(dimenthylphosphino)maleic anhydride and 2,3-bis(dimenthylphosphino)-N-phenylmaleimide |
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| Affiliation: | 1. Dipartimento di Scienze del Farmaco, Università degli Studi di Catania, V.le A. Doria, 95125 Catania, Italy;2. Laboratory of Epithelial Biology, Department of Periodontics and Oral Medicine, University of Michigan School of Dentistry, Ann Arbor, MI 48109-1078, USA;3. Dipartimento Farmaco-Chimico, Università di Messina, Viale SS. Annunziata, Messina 98168, Italy;1. Department of Inorganic and Analytical Chemistry, University of Szeged, Dóm tér 7, H-6720 Szeged, Hungary;2. Institute of Pharmaceutical Chemistry, University of Szeged, Eötvös utca 6, H-6720 Szeged, Hungary;3. Institute of Biochemistry, Biological Research Center, Temesvári krt. 62, H-6725 Szeged, Hungary;4. Department of Analytical Chemistry, University of Vienna, Währinger Strasse 83, 1090 Vienna, Austria;1. Department of Biomolecular Chemistry, Medical University, Lodz, Poland;2. Department of X-ray Crystallography and Crystal Chemistry, Institute of General and Ecological Chemistry, Lodz University of Technology, Lodz, Poland;3. Faculty of Chemistry, University of Wroclaw, F. Joliot-Curie 14, 50-383 Wroclaw, Poland;4. TriMen Chemicals Ltd., 92-318 Lodz, Poland;5. Department of Medical Sciences, Section of Pharmacology and Italian Institute of Neuroscience, University of Ferrara, 44121 Ferrara, Italy;6. Department of Biochemistry, Faculty of Medicine, Medical University of Lodz, Poland |
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| Abstract: | 2,3-Bis(dimenthylphosphino)maleic anhydride and the phenylimide derivative have been prepared from 2,3-dichloromaleic anhydride and 2,3-dichloro-N-phenylmaleimide, respectively, and dimenthyl(trimethylsilyl)phosphine. These compounds have been used as ligands for Rh complexes and have been tested in the asymmetric hydrogenation of α-acetamidocinnamic acid, methyl-α-acetamidocinnamate and itaconic acid. Optical yields of up to approximately 70% were obtained with α-acetamidocinnamic acid. |
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