Chiral imidates as a new class of nitrogen-based chiral ligands: synthesis and catalytic activity in asymmetric aziridinations and diethylzinc additions

Noël, Timothy;Vandyck, Koen;Robeyns, Koen;Van Meervelt, Luc;Van der Eycken, Johan
(2009) Tetrahedron — Vol. 65, n° 43, p. 8879-8884 (2009)

Files

No attached file found for this publication.

Details

Authors
  • Noël, Timothy
    Author
  • Vandyck, Koen
    Author
  • Robeyns, KoenUCLouvain
    Author
  • Van Meervelt, Luc
    Author
  • Van der Eycken, Johan
    Author
Abstract
Chiral imidates were efficiently synthesized in one step and with high yields (seven examples). These chiral imidates were used as ligands in the Cu(I)-catalyzed asymmetric aziridination of methyl cinnamate and in the asymmetric diethylzinc additions to benzaldehyde as a proof of principle. The imidate catalyst system showed high catalytic activities and induced encouraging selectivities. An X-ray structure analysis of an imidate-Cu(I) complex is included, showing a distorted tetrahedral arrangement with two bidentate ligand molecules surrounding the metal. © 2009 Elsevier Ltd. All rights reserved.
Affiliations
  • KU LEUVENDepartment of Chemistry

Citations

Noël, T., Vandyck, K., Robeyns, K., Van Meervelt, L., & Van der Eycken, J. (2009). Chiral imidates as a new class of nitrogen-based chiral ligands: synthesis and catalytic activity in asymmetric aziridinations and diethylzinc additions. Tetrahedron, 65(43), 8879-8884. https://doi.org/10.1016/j.tet.2009.08.028 (Original work published 2009)