Preparation of N-phenyl-(S)-prolinol-derived P,N-ligands and their application in Pd-catalyzed asymmetric allylic alkylation |
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| Affiliation: | 1. Dipartimento di Scienze Molecolari e Nanosistemi, Università Ca'' Foscari Venezia, Via Torino 155, 30170 Venezia Mestre, Italy;2. SCSOP, Via Bornò 5, 23896 Sirtori, LC, Italy;3. Dipartimento di Scienze Chimiche and IENI-CNR, Università di Padova, Via Marzolo 1, 35131 Padova, Italy;4. IENI-CNR and INSTM, Dipartimento di Scienze Chimiche, Università di Padova, Via Marzolo 1, 35131 Padova, Italy |
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| Abstract: | Several NPN-type ligands bearing two chiral pyrrolidinyl groups derived from N-phenyl-(S)-prolinol were prepared by two synthetic methods. Their palladium-complex-catalyzed asymmetric allylic alkylation of malonates with 1,3-diphenyl 2-propenyl acetate delivered the products with good to high enantioselectivities (84–97% ee), including an optically active fluorine-containing compound. |
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