Open Access
Josiphos-type binaphane ligands for the asymmetric Ir-catalyzed hydrogenation of acyclic aromatic N-aryl imines
Dongxu Zhang
1
,
Xiaowei Zhou
2
,
Ruixia Liu
3, 4, 5
,
Muqiong Li
3, 4, 5
,
Xiaoye Li
3, 4, 5
,
Ru Jiang
3, 4, 5
,
Huifang Nie
3, 4, 5
,
Shengyong Zhang
1
1
2
The 944th Hospital of PLA, Jiuquan 735000, China
|
3
School of Pharmacy
5
Xi'an 710032 China
|
Publication type: Journal Article
Publication date: 2020-03-01
scimago Q1
wos Q2
SJR: 0.811
CiteScore: 7.9
Impact factor: 4.3
ISSN: 15667367
General Chemistry
Catalysis
Process Chemistry and Technology
Abstract
The Ir-catalyzed asymmetric hydrogenation of acyclic aromatic N-aryl imines with Josiphos-type binaphane ligands has been described. Under the optimized conditions, a wide range of imines were hydrogenated to afford the corresponding chiral amines in high yields (up to 94%) and good to excellent enantioselectivities (up to >99% ee). The synthetic utility of the present protocol has been demonstrated through the asymmetric synthesis of the key chiral intermediates of calcium sensing receptor modulators on a gram scale.
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Zhang D. et al. Josiphos-type binaphane ligands for the asymmetric Ir-catalyzed hydrogenation of acyclic aromatic N-aryl imines // Catalysis Communications. 2020. Vol. 136. p. 105906.
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Zhang D., Zhou X., Liu R., Li M., Li X., Jiang R., Nie H., Zhang S. Josiphos-type binaphane ligands for the asymmetric Ir-catalyzed hydrogenation of acyclic aromatic N-aryl imines // Catalysis Communications. 2020. Vol. 136. p. 105906.
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TY - JOUR
DO - 10.1016/j.catcom.2019.105906
UR - https://doi.org/10.1016/j.catcom.2019.105906
TI - Josiphos-type binaphane ligands for the asymmetric Ir-catalyzed hydrogenation of acyclic aromatic N-aryl imines
T2 - Catalysis Communications
AU - Zhang, Dongxu
AU - Zhou, Xiaowei
AU - Liu, Ruixia
AU - Li, Muqiong
AU - Li, Xiaoye
AU - Jiang, Ru
AU - Nie, Huifang
AU - Zhang, Shengyong
PY - 2020
DA - 2020/03/01
PB - Elsevier
SP - 105906
VL - 136
SN - 1566-7367
ER -
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@article{2020_Zhang,
author = {Dongxu Zhang and Xiaowei Zhou and Ruixia Liu and Muqiong Li and Xiaoye Li and Ru Jiang and Huifang Nie and Shengyong Zhang},
title = {Josiphos-type binaphane ligands for the asymmetric Ir-catalyzed hydrogenation of acyclic aromatic N-aryl imines},
journal = {Catalysis Communications},
year = {2020},
volume = {136},
publisher = {Elsevier},
month = {mar},
url = {https://doi.org/10.1016/j.catcom.2019.105906},
pages = {105906},
doi = {10.1016/j.catcom.2019.105906}
}