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Evaluation of disaccharide-based ligands for Pd(0)-catalyzed asymmetric allylations
Authors:Sine A. Johannesen  Denis Sinou  Troels Skrydstrup
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
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%.
Keywords:Disaccharide     smallcaps"  >d-Glucosamine   Iminophosphine   Asymmetric allylation   Palladium
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