Ni-Catalyzed Asymmetric Hydrogenation of α-Substituted α,β-Unsaturated Phosphine Oxides/Phosphonates/Phosphoric Acids
Xuanliang Yang
1
,
Gang Liu
1
,
Cong-bin Fan
1
,
Xun Xiang
1
,
Dezheng Xie
1
,
Jinyu Han
1
,
Zhengyu Han
2
,
Publication type: Journal Article
Publication date: 2023-01-30
scimago Q1
wos Q1
SJR: 1.235
CiteScore: 8.7
Impact factor: 5.0
ISSN: 15237060, 15237052
PubMed ID:
36716390
Organic Chemistry
Biochemistry
Physical and Theoretical Chemistry
Abstract
Efficient Ni/(S,S)-Ph-BPE-catalyzed asymmetric hydrogenation of α-substituted α,β-unsaturated phosphine oxides/phosphonates/phosphoric acids has been successfully developed, and a wide range of chiral α-substituted phosphines hydrogenation products were obtained in generally high yields with excellent enantioselective control (92%–99% yields, 84%−>99% ee). This method features a cheap transition metal nickel catalytic system, high functional group tolerance, wide substrate scope generality, and excellent enantioselectivity. A plausible catalytic cycle was proposed for this asymmetric hydrogenation according to the results of deuterium-labeling experiments.
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Metrics
15
Total citations:
15
Citations from 2025:
5
(33.33%)
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MLA
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GOST
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Yang X. et al. Ni-Catalyzed Asymmetric Hydrogenation of α-Substituted α,β-Unsaturated Phosphine Oxides/Phosphonates/Phosphoric Acids // Organic Letters. 2023. Vol. 25. No. 5. pp. 738-743.
GOST all authors (up to 50)
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Yang X., Liu G., Fan C., Xiang X., Xie D., Han J., Han Z., Dong X. Ni-Catalyzed Asymmetric Hydrogenation of α-Substituted α,β-Unsaturated Phosphine Oxides/Phosphonates/Phosphoric Acids // Organic Letters. 2023. Vol. 25. No. 5. pp. 738-743.
Cite this
RIS
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TY - JOUR
DO - 10.1021/acs.orglett.2c04105
UR - https://pubs.acs.org/doi/10.1021/acs.orglett.2c04105
TI - Ni-Catalyzed Asymmetric Hydrogenation of α-Substituted α,β-Unsaturated Phosphine Oxides/Phosphonates/Phosphoric Acids
T2 - Organic Letters
AU - Yang, Xuanliang
AU - Liu, Gang
AU - Fan, Cong-bin
AU - Xiang, Xun
AU - Xie, Dezheng
AU - Han, Jinyu
AU - Han, Zhengyu
AU - Dong, Xiu-Qin
PY - 2023
DA - 2023/01/30
PB - American Chemical Society (ACS)
SP - 738-743
IS - 5
VL - 25
PMID - 36716390
SN - 1523-7060
SN - 1523-7052
ER -
Cite this
BibTex (up to 50 authors)
Copy
@article{2023_Yang,
author = {Xuanliang Yang and Gang Liu and Cong-bin Fan and Xun Xiang and Dezheng Xie and Jinyu Han and Zhengyu Han and Xiu-Qin Dong},
title = {Ni-Catalyzed Asymmetric Hydrogenation of α-Substituted α,β-Unsaturated Phosphine Oxides/Phosphonates/Phosphoric Acids},
journal = {Organic Letters},
year = {2023},
volume = {25},
publisher = {American Chemical Society (ACS)},
month = {jan},
url = {https://pubs.acs.org/doi/10.1021/acs.orglett.2c04105},
number = {5},
pages = {738--743},
doi = {10.1021/acs.orglett.2c04105}
}
Cite this
MLA
Copy
Yang, Xuanliang, et al. “Ni-Catalyzed Asymmetric Hydrogenation of α-Substituted α,β-Unsaturated Phosphine Oxides/Phosphonates/Phosphoric Acids.” Organic Letters, vol. 25, no. 5, Jan. 2023, pp. 738-743. https://pubs.acs.org/doi/10.1021/acs.orglett.2c04105.
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