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Electron-Donating and Rigid P-Stereogenic Bisphospholane Ligands for Highly Enantioselective Rhodium-Catalyzed Asymmetric Hydrogenations

Authors

  • Xiaowei Zhang,

    1. Department of Chemistry and Chemical Biology and Department of Pharmaceutical Chemistry, Rutgers, The State University of New Jersey, Piscataway, New Jersey 08854 (USA), Fax: (+1) 732-445-6312
    2. Department of Chemistry, The Pennsylvania State University, University Park, Pennsylvania 16802 (USA)
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  • Kexuan Huang,

    1. Department of Chemistry and Chemical Biology and Department of Pharmaceutical Chemistry, Rutgers, The State University of New Jersey, Piscataway, New Jersey 08854 (USA), Fax: (+1) 732-445-6312
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  • Guohua Hou Dr.,

    1. Department of Chemistry and Chemical Biology and Department of Pharmaceutical Chemistry, Rutgers, The State University of New Jersey, Piscataway, New Jersey 08854 (USA), Fax: (+1) 732-445-6312
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  • Bonan Cao,

    1. Department of Chemistry and Chemical Biology and Department of Pharmaceutical Chemistry, Rutgers, The State University of New Jersey, Piscataway, New Jersey 08854 (USA), Fax: (+1) 732-445-6312
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  • Xumu Zhang Prof. Dr.

    1. Department of Chemistry and Chemical Biology and Department of Pharmaceutical Chemistry, Rutgers, The State University of New Jersey, Piscataway, New Jersey 08854 (USA), Fax: (+1) 732-445-6312
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  • This work was supported by the National Institutes of Health (GM58832). The Bruker 400 MHz NMR spectrometer used in these studies was purchased with grant no. 1S10RR023698-01A1 from the National Center for Research Resources (NCRR), a component of the NIH. We thank Dr. T. Emge for solving the crystal structure.

Abstract

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Elektronenreich und starr: Der ausgesprochen elektronenschiebende P-stereogene Bisphospholan-Ligand ZhangPhos wurde hoch enantioselektiv aus einer käuflichen chiralen Vorstufe synthetisiert. In der rhodiumkatalysierten Hydrierung funktionalisierter Olefine ergab dieser Ligand bessere oder vergleichbare Enantioselektivitäten und Reaktivitäten wie TangPhos (nbd=3,5-Norbornadien).

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