Wiley
Angewandte Chemie - International Edition
,  volume 60 ,  issue 44 ,  pages 23602-23607

Rhodium‐Catalyzed Asymmetric Hydrogenation of 3‐Benzoylaminocoumarins for the Synthesis of Chiral 3‐Amino Dihydrocoumarins

Publication type: Journal Article
Publication date: 2021-10-01
Wiley
scimago Q1
wos Q1
SJR: 5.550
CiteScore: 27.6
Impact factor: 16.9
ISSN: 14337851, 15213773
General Chemistry
Catalysis
Abstract
An asymmetric hydrogenation of 3-benzoylaminocoumarins was achieved for the first time using our BridgePhos-Rh catalytic system, providing chiral 3-amino dihydrocoumarins in high yields (up to 98 %) and with excellent enantioselectivities (up to 99.7 % ee). The relationship between the enantioselectivities of the hydrogenations and the dihedral angles and the resulting π-π stacking effects of the BridgePhos-Rh complexes, which were determined by X-ray diffraction analysis, are discussed. The corresponding hydrogenated products allow for many transformations, providing several chiral skeletons with important physiological and pharmacological activities.
Found 
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GOST |
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GOST Copy
Xu Y. et al. Rhodium‐Catalyzed Asymmetric Hydrogenation of 3‐Benzoylaminocoumarins for the Synthesis of Chiral 3‐Amino Dihydrocoumarins // Angewandte Chemie - International Edition. 2021. Vol. 60. No. 44. pp. 23602-23607.
GOST all authors (up to 50) Copy
Xu Y., Liu D., Deng Yu., Zhou Y., Zhang W. Rhodium‐Catalyzed Asymmetric Hydrogenation of 3‐Benzoylaminocoumarins for the Synthesis of Chiral 3‐Amino Dihydrocoumarins // Angewandte Chemie - International Edition. 2021. Vol. 60. No. 44. pp. 23602-23607.
RIS |
Cite this
RIS Copy
TY - JOUR
DO - 10.1002/anie.202110286
UR - https://doi.org/10.1002/anie.202110286
TI - Rhodium‐Catalyzed Asymmetric Hydrogenation of 3‐Benzoylaminocoumarins for the Synthesis of Chiral 3‐Amino Dihydrocoumarins
T2 - Angewandte Chemie - International Edition
AU - Xu, Yunnan
AU - Liu, Delong
AU - Deng, Yu
AU - Zhou, Yi
AU - Zhang, Wanbin
PY - 2021
DA - 2021/10/01
PB - Wiley
SP - 23602-23607
IS - 44
VL - 60
PMID - 34596267
SN - 1433-7851
SN - 1521-3773
ER -
BibTex |
Cite this
BibTex (up to 50 authors) Copy
@article{2021_Xu,
author = {Yunnan Xu and Delong Liu and Yu Deng and Yi Zhou and Wanbin Zhang},
title = {Rhodium‐Catalyzed Asymmetric Hydrogenation of 3‐Benzoylaminocoumarins for the Synthesis of Chiral 3‐Amino Dihydrocoumarins},
journal = {Angewandte Chemie - International Edition},
year = {2021},
volume = {60},
publisher = {Wiley},
month = {oct},
url = {https://doi.org/10.1002/anie.202110286},
number = {44},
pages = {23602--23607},
doi = {10.1002/anie.202110286}
}
MLA
Cite this
MLA Copy
Xu, Yunnan, et al. “Rhodium‐Catalyzed Asymmetric Hydrogenation of 3‐Benzoylaminocoumarins for the Synthesis of Chiral 3‐Amino Dihydrocoumarins.” Angewandte Chemie - International Edition, vol. 60, no. 44, Oct. 2021, pp. 23602-23607. https://doi.org/10.1002/anie.202110286.