Scope of the organocatalysed asymmetric reductive amination of ketones with trichlorosilane

被引:40
作者
Gautier, Francois-Moana [1 ]
Jones, Simon [1 ]
Li, Xianfu [1 ]
Martin, Stephen J. [2 ]
机构
[1] Univ Sheffield, Dept Chem, Sheffield S3 7HF, S Yorkshire, England
[2] Aesica Pharmaceut Ltd, Cramlington NE23 3JL, Northd, England
关键词
N-ARYL IMINES; ENANTIOSELECTIVE HYDROGENATION; ORGANOLITHIUM REAGENTS; AMINES; KETIMINES; LIGANDS; ALKYLATION; COMPLEXES; ALDEHYDES; CATALYSTS;
D O I
10.1039/c1ob05965c
中图分类号
O62 [有机化学];
学科分类号
070303 ; 081704 ;
摘要
A highly active organocatalyst has been shown to affect the asymmetric reductive amination of ketones producing both aromatic and aliphatic amines. At 1 mol% catalyst loading, a series of structurally diverse chiral amines were quickly and economically prepared with good enantioselectivity and generally useful yield. The efficient synthesis of the calcimimetic (+)-NPS R-568 (67%, 89% ee) demonstrated the synthetic applicability of this methodology.
引用
收藏
页码:7860 / 7868
页数:9
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