Open AccessSynthesis of Boron-Bridged Anionic C2-Symmetric Bisoxazolines and Their Application in Asymmetric Catalysis
Author(s) -
Clément Mazet,
Valentin Köhler,
Stephen J. Roseblade,
Aurélie Toussaint,
Andreas Pfaltz
Publication year - 2006
Publication title -
chimia
Language(s) - English
Resource type - Journals
SCImago Journal Rank - 0.387
H-Index - 55
eISSN - 2673-2424
pISSN - 0009-4293
DOI - 10.2533/000942906777674958
Subject(s) - steric effects , chemistry , kinetic resolution , catalysis , boron , selectivity , combinatorial chemistry , enantioselective synthesis , stereochemistry , organic chemistry
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