Download PDF
Synlett 1997; 1997(12): 1429-1431
DOI: 10.1055/s-1997-1048
letter
© Georg Thieme Verlag, Rüdigerstr. 14, 70469 Stuttgart, Germany. All rights reserved. This journal, including all individual contributions and illustrations published therein, is legally protected by copyright for the duration of the copyright period. Any use, exploitation or commercialization outside the narrow limits set by copyright legislation, without the publisher's consent, is illegal and liable to criminal prosecution. This applies in particular to photostat reproduction, copying, cyclostyling, mimeographing or duplication of any kind, translating, preparation of microfilms, and electronic data processing and storage.

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
Further Information

Publication History

Publication Date:
31 December 2000 (online)

 PDF Download  Permissions and Reprints All articles of this category

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