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Chiral P-monodentate phosphoramidite and phosphite ligands forthe enantioselective Pd-catalyzed allylic alkylation

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Published in Inorganica Chimica Acta. 2006, vol. 359, no. 6, p. 1826-1836
Abstract The improved synthesis of the chiral phosphoramidite Ia, based on a biphenol backbone and bearing chiral bis(1-phenylethyl)amine group on the phosphorus atom, is described together with its Pd(II) complex. The chiral complex cis-PdCl2L2 (L = Ia) has been characterized by X-ray crystal structure analysis and spectroscopic data. The series of the chiral P-monodentate phosphoramidite and phosphite ligands was tested in Pd-catalyzed enantioselective allylic substitution of different substrates. In the palladium-catalyzed asymmetric allylic alkylation of 1,3-diphenylallyl acetate with dimethylmalonate, up to 79% ee was achieved with [Pd2(dba)3] × CHCl3 as precatalyst.
Keywords Allylic alkylationPalladium complexesChiral phosphoramiditesPhosphitesAsymmetric catalysis
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MIKHEL, Igor, BERNARDINELLI, Gérald Hugues, ALEXAKIS, Alexandre. Chiral P-monodentate phosphoramidite and phosphite ligands forthe enantioselective Pd-catalyzed allylic alkylation. In: Inorganica Chimica Acta, 2006, vol. 359, n° 6, p. 1826-1836. https://archive-ouverte.unige.ch/unige:8132

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Deposited on : 2010-06-21

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