Synthesis of Boron-Bridged Anionic C2-Symmetric Bisoxazolines and Their Application in Asymmetric Catalysis

Authors

  • Clément Mazet
  • Valentin Köhler
  • Stephen Roseblade
  • Aurélie Toussaint
  • Andreas Pfaltz

DOI:

https://doi.org/10.2533/000942906777674958

Keywords:

Asymmetric catalysis, Combinatorial synthesis, Ligand design, N ligand

Abstract

Anionic boron-based chiral bisoxazoline ligands, the borabox ligands, are readily prepared from amino alcohols and haloboranes. The highly modular nature of these ligands allows both for electronic and steric tuning of the structure. The high enantioselectivities obtained in various Cu-catalyzed asymmetric reactions and especially in the kinetic resolution of pyridyl alcohols where bisoxazoline ligands exhibit almost no selectivity, point to a considerable potential of borabox ligands in asymmetric catalysis.

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Published

2006-04-28

How to Cite

[1]
C. Mazet, V. Köhler, S. Roseblade, A. Toussaint, A. Pfaltz, Chimia 2006, 60, 195, DOI: 10.2533/000942906777674958.