A P-chiral bisdiamidophosphite ligand with a 1,4:3,6-dianhydro-d-mannite backbone and its application in asymmetric catalysis |
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Authors: | Konstantin N Gavrilov Sergey V Zheglov Marina G Maksimova Sergey E Lyubimov Benjamin Schäffner |
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Institution: | a Department of Chemistry, Ryazan State University, 46 Svoboda Street, 390000 Ryazan, Russia b Institute of Organoelement Compounds, Russian Academy of Sciences, 28 Vavilov Street, 119991 Moscow, Russia c Leibniz-Institut für Katalyse an der Universität Rostock e.V., A.-Einstein-Str. 29a, 18059 Rostock, Germany |
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Abstract: | A novel readily available P,P-bidentate diamidophosphite ligand with P∗-stereocentres is prepared from an inexpensive C2-symmetric 1,4:3,6-dianhydro-d-mannite. By using this efficient ligand, up to 98% ee is achieved in Pd-catalysed asymmetric allylic alkylation, up to 92% ee in Pd-catalysed asymmetric allylic amination and up to 87% ee in Rh-catalysed asymmetric hydrogenation. The influence of the precatalyst, substrate and solvent on the enantioselectivity is discussed. |
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Keywords: | Asymmetric reactions Phosphorus ligands Rhodium Hydrogenation Palladium Amination |
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