Dihydrophenanthridine: A New and Easily Regenerable NAD(P)H Model for Biomimetic Asymmetric Hydrogenation
Publication type: Journal Article
Publication date: 2012-01-17
scimago Q1
wos Q1
SJR: 5.554
CiteScore: 22.5
Impact factor: 15.6
ISSN: 00027863, 15205126
PubMed ID:
22239152
General Chemistry
Catalysis
Biochemistry
Colloid and Surface Chemistry
Abstract
A new and easily regenerable NAD(P)H model 9,10-dihydrophenanthridine (DHPD) has been designed for biomimetic asymmetric hydrogenation of imines and aromatic compounds. This reaction features the use of hydrogen gas as terminal reductant for the regeneration of the DHPD under the mild condition. Therefore, the substrate scope is not limited in benzoxazinones; the biomimetic asymmetric hydrogenation of benzoxazines, quinoxalines, and quinolines also gives excellent activities and enantioselectivities. Meanwhile, an unexpected reversal of enantioselectivity was observed between the reactions promoted by the different NAD(P)H models, which is ascribed to the different hydride transfer pathway.
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266
Total citations:
266
Citations from 2024:
17
(6.39%)
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GOST
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Chen Q. et al. Dihydrophenanthridine: A New and Easily Regenerable NAD(P)H Model for Biomimetic Asymmetric Hydrogenation // Journal of the American Chemical Society. 2012. Vol. 134. No. 4. pp. 2442-2448.
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Chen Q., Gao K., Duan Y., Ye Z. S., Shi L., Yang Y., Zhou Y. Dihydrophenanthridine: A New and Easily Regenerable NAD(P)H Model for Biomimetic Asymmetric Hydrogenation // Journal of the American Chemical Society. 2012. Vol. 134. No. 4. pp. 2442-2448.
Cite this
RIS
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TY - JOUR
DO - 10.1021/ja211684v
UR - https://doi.org/10.1021/ja211684v
TI - Dihydrophenanthridine: A New and Easily Regenerable NAD(P)H Model for Biomimetic Asymmetric Hydrogenation
T2 - Journal of the American Chemical Society
AU - Chen, Qingan
AU - Gao, Kai
AU - Duan, Ying
AU - Ye, Zhi Shi
AU - Shi, Lei
AU - Yang, Yan
AU - Zhou, Yonggui
PY - 2012
DA - 2012/01/17
PB - American Chemical Society (ACS)
SP - 2442-2448
IS - 4
VL - 134
PMID - 22239152
SN - 0002-7863
SN - 1520-5126
ER -
Cite this
BibTex (up to 50 authors)
Copy
@article{2012_Chen,
author = {Qingan Chen and Kai Gao and Ying Duan and Zhi Shi Ye and Lei Shi and Yan Yang and Yonggui Zhou},
title = {Dihydrophenanthridine: A New and Easily Regenerable NAD(P)H Model for Biomimetic Asymmetric Hydrogenation},
journal = {Journal of the American Chemical Society},
year = {2012},
volume = {134},
publisher = {American Chemical Society (ACS)},
month = {jan},
url = {https://doi.org/10.1021/ja211684v},
number = {4},
pages = {2442--2448},
doi = {10.1021/ja211684v}
}
Cite this
MLA
Copy
Chen, Qingan, et al. “Dihydrophenanthridine: A New and Easily Regenerable NAD(P)H Model for Biomimetic Asymmetric Hydrogenation.” Journal of the American Chemical Society, vol. 134, no. 4, Jan. 2012, pp. 2442-2448. https://doi.org/10.1021/ja211684v.