Asymmetric Ir-catalyzed hydrogenation of 4-R-1,3-dihydro-2H-1,5-benzodiazepin-2-ones using a novel phosphoramidite ligand

被引:0
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作者
S. E. Lyubimov
M. V. Sokolovskaya
I. S. Mikhel
K. P. Birin
V. A. Davankov
机构
[1] Russian Academy of Sciences,A. N. Nesmeyanov Institute of Organoelement Compounds
[2] Russian Academy of Sciences,A. N. Frumkin Institute of Physical Chemistry and Electrochemistry
来源
Russian Chemical Bulletin | 2019年 / 68卷
关键词
asymmetric hydrogenation; phosphoramidites; 1,5-benzodiazepin-2-ones;
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摘要
A novel chiral phosphoramidite ligand, (Sa)-2-[N-ethyl-N-(1-naphthylmethyl)amino]-dinaphtho[2,1-d:1´,2´-f][1,3,2]dioxaphosphepane, was obtained and tested in Ir-catalyzed asymmetric hydrogenation of a series of 4-R-1,3-dihydro-2H-1,5-benzodiazepin-2-ones, wherein up to 74% ee was achieved. The structure of the resulting compounds was determined based on one- and two-dimensional NMR (1H, 13C, 31P, 1H—1H COSY, 1H—1H ROESY, 1H—13C HSQC and 1H—13C HMBC) spectroscopy data.
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页码:1429 / 1434
页数:5
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