Asymmetric transfer hydrogenation of prochiral ketones in aqueous media with new water-soluble chiral vicinal diamine as ligand

被引:202
作者
Ma, YP [1 ]
Liu, H [1 ]
Chen, L [1 ]
Cui, X [1 ]
Zhu, J [1 ]
Deng, JE [1 ]
机构
[1] Chinese Acad Sci, Chengdu Inst Organ Chem, Union Lab Asymmetr Synth, Chengdu 610041, Peoples R China
关键词
D O I
10.1021/ol0345125
中图分类号
O62 [有机化学];
学科分类号
070303 ; 081704 ;
摘要
An easily accessible water-soluble chiral a-sulfonated 1,2-diphenylethlenediamine 2 and its mono-N-tosylated derivative 3 were synthesized for the first time. The ruthenium-complex-catalyzed reduction of prochiral ketones in aqueous media has been examined by using 3 as ligand and sodium formate as the source of hydrogen. The asymmetric transfer hydrogenation of omega-bromo acetophenones was achieved, in which only formate displacement occurred when formic acid/triethylamine azeotrope was used as the hydrogen donor.
引用
收藏
页码:2103 / 2106
页数:4
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