Optimization of asymmetric catalysts using achiral ligands: Metal geometry-induced ligand asymmetry

被引:48
作者
Davis, TJ [1 ]
Balsells, J [1 ]
Carroll, PJ [1 ]
Walsh, PJ [1 ]
机构
[1] Univ Penn, Dept Chem, Philadelphia, PA 19104 USA
关键词
D O I
10.1021/ol016003d
中图分类号
O62 [有机化学];
学科分类号
070303 ; 081704 ;
摘要
[GRAPHICS] Traditionally, asymmetric catalysts have been optimized by modification of resolved chiral ligands, In this Letter, we optimize the asymmetric addition of diethylzine to aldehydes by modification of achiral methylene bis(phenol) 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).
引用
收藏
页码:2161 / 2164
页数:4
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