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Synlett 1997; 1997(12): 1429-1431
DOI: 10.1055/s-1997-1048
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Enantioselective Copper-Catalyzed 1,4-Addition of Organozinc Reagents to Enones Using Chiral Oxazoline-Phosphite Ligands

Andreas K. H. Knöbel, Iris H. Escher, Andreas Pfaltz*
  • *Max-Planck-Institut für Kohlenforschung, Kaiser-Wilhelm-Platz 1, D-45470 Mülheim an der Ruhr, Germany, Fax +49-208 306-2992; e-mail: pfaltz@mpi-muelheim.mpg.de
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Publikationsdatum:
31. Dezember 2000 (online)

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P,N-ligands with a binaphthyl phosphite group and an oxazoline ring as chiral coordinating units are efficient ligands for the enantioselective copper-catalyzed 1,4-addition of organozinc reagents to enones. The best ee's are obtained with cyclohexenone (87-96%). The enantioselectivities in reactions of cyclopentenone (72% ee) and cycloheptenone (77-80% ee) are moderate but significantly higher than with other catalysts.

asymmetric catalysis - enantioselective 1,4-addition - copper catalysts - chiral P,N-ligands - organozinc reagents