Evaluation of disaccharide-based ligands for Pd(0)-catalyzed asymmetric allylations |
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Authors: | Sine A. Johannesen Denis Sinou Troels Skrydstrup |
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Affiliation: | a Department of Chemistry, University of Aarhus, Langelandsgade 140, 8000 Aarhus C, Denmark b Equipe Synthèse Asymétrique, ICBMS UMR CNRS 5246, Université Claude Bernard Lyon 1, 43, boulevard du 11 novembre 1918, 69622 Villeurbanne Cedex, France |
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Abstract: | A series of phosphines based on disaccharides containing a d-glucosamine framework were prepared and tested for their abilities as ligands for the palladium(0)-catalyzed asymmetric allylic allylation of racemic 1,3-diphenyl-2-propenyl acetate with various nucleophiles. In contrast to previous results exploiting monosaccharides, the iminophosphines generally afforded higher enantiomeric excesses, up to 99%. |
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Keywords: | Disaccharide smallcaps" >d-Glucosamine Iminophosphine Asymmetric allylation Palladium |
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