Efficient chirality switching in the addition of diethylzinc to aldehydes in the presence of simple chiral α-amino amides

被引:49
作者
Burguete, M. Isabel [1 ]
Collado, Manuel [1 ]
Escorihuela, Jorge [1 ]
Luis, Santiago V. [1 ]
机构
[1] Univ Jaume 1, UAMOA, CSIC, Dept Inorgan & Organ Chem, E-12071 Castellon de La Plana, Spain
关键词
amino acids; asymmetric catalysis; chirality; homogeneous catalysis; ligand design;
D O I
10.1002/anie.200702259
中图分类号
O6 [化学];
学科分类号
0703 ;
摘要
(Chemical Equation Presented) It works both ways: A very simple and efficient dual enantioselective control in the addition of diethylzinc to benzaldehyde can be achieved by using nickel complexes of chiral α-amino amide derivatives. Whereas complexes with 1:1 stoichiometries afford the S alcohol as the major enantiomer, 1:2 (metal/ligand) complexes lead to the predominant formation of the R enantiomer (see scheme). © 2007 Wiley-VCH Verlag GmbH & Co. KGaA.
引用
收藏
页码:9002 / 9005
页数:4
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