Tj. Davis et al., Optimization of asymmetric catalysts using achiral ligands: Metal geometry-induced ligand asymmetry, ORG LETT, 3(14), 2001, pp. 2161-2164
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Traditionally, asymmetric catalysts have been optimized by modification of
resolved chiral ligands, In this Letter, we optimize the asymmetric additio
n of diethylzine to aldehydes by modification of achiral methylene bis(phen
ol) ligands, Upon coordination of the substrate, the achiral ligand becomes
asymmetric, a concept termed Metal Geometry-induced Ligand Asymmetry, The
enantioselectivity of the catalyst formed from a single resolved ligand and
several achiral ligands ranged from 9% (R) to 83% (S).