Asymmetric transfer hydrogenation of α-aminoalkyl α′-chloromethyl ketones with chiral Rh complexes

被引:81
作者
Hamada, T
Torii, T
Onishi, T
Izawa, K
Ikariya, T
机构
[1] Ajinomoto Co Inc, Aminosci Lab, Kawasaki Ku, Kawasaki, Kanagawa 2108681, Japan
[2] Tokyo Inst Technol, Grad Sch Sci & Engn, Meguro Ku, Tokyo 1528552, Japan
[3] Tokyo Inst Technol, Frontier Collaborat Res Ctr, Meguro Ku, Tokyo 1528552, Japan
关键词
D O I
10.1021/jo0491455
中图分类号
O62 [有机化学];
学科分类号
070303 ; 081704 ;
摘要
Asymmetric transfer hydrogenation of N-substituted (3S)-3-amino-1-chloro-4-phenyl-2-butanones in the presence of Cp*RhCl[(R,R)-Tsdpen] (SIC = 1000) with a mixture of formic acid/triethylamine gave N-substituted (2R,3S)-3-amino-1-chloro-2-hydroxy-4-phenylbutanes with up to 93% de in a quantitative yield, and reduction with the enantiomeric catalyst Cp*RhCl[(S,S)-Tsdpen] gave (2S,3S)diastereomeric alcohol with up to 96% de.
引用
收藏
页码:7391 / 7394
页数:4
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