Rh-Catalyzed Asymmetric Hydrogenation of α,β- and β,β-Disubstituted Unsaturated Boronate Esters |
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| Authors: | Dr Qiaozhi Yan Xin Shen Prof Guofu Zi Dr Guohua Hou |
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| Institution: | 1. Key Laboratory of Radiopharmaceuticals, College of Chemistry, Beijing Normal University, Beijing, 100875 P. R. China
School of Water Resources and Environment, Hebei GEO University, Shijiazhuang, 050031 P. R. China;2. Key Laboratory of Radiopharmaceuticals, College of Chemistry, Beijing Normal University, Beijing, 100875 P. R. China |
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| Abstract: | A highly enantioselective hydrogenation of α,β-unsaturated boronate esters catalyzed by Rh-(S)-DTBM-Segphos complex has been developed. Both (Z)-α,β- and β,β-disubstituted substrates can be successfully hydrogenated to afford chiral boronates with excellent enantioselectivities, up to 98 % ee. Furthermore, the obtained chiral boronate esters, as important versatile synthetic intermediates are successfully transformed to the corresponding chiral alcohols, amines and other important derivatives with maintained enantioselectivities. |
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| Keywords: | asymmetric catalysis asymmetric hydrogenation chiral boronate enantioselectivity unsaturated boronates |
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