Enantioselective Synthesis of 2-Functionalized Tetrahydroquinolines through Biomimetic Reduction
Publication type: Journal Article
Publication date: 2021-11-12
scimago Q1
wos Q1
SJR: 1.235
CiteScore: 8.7
Impact factor: 5.0
ISSN: 15237060, 15237052
PubMed ID:
34766774
Organic Chemistry
Biochemistry
Physical and Theoretical Chemistry
Abstract
Biomimetic asymmetric reduction of 2-functionalized quinolines has been successfully developed with the chiral and regenerable NAD(P)H model CYNAM in the presence of transfer catalyst simple achiral phosphoric acids, providing the chiral 2-functionalized tetrahydroquinolines with up to 99% ee. Using this methodology as a key step, a chiral and potent opioid analgesic containing a 1,2,3,4-tetrahydroquinoline motif was synthesized with high overall yield.
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Metrics
19
Total citations:
19
Citations from 2024:
9
(50%)
Cite this
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BibTex |
MLA
Cite this
GOST
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Zhao Z. B. et al. Enantioselective Synthesis of 2-Functionalized Tetrahydroquinolines through Biomimetic Reduction // Organic Letters. 2021. Vol. 23. No. 23. pp. 9112-9117.
GOST all authors (up to 50)
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Zhao Z. B., Wang J., Zhu Z. H., Chen M., Zhou Y. Enantioselective Synthesis of 2-Functionalized Tetrahydroquinolines through Biomimetic Reduction // Organic Letters. 2021. Vol. 23. No. 23. pp. 9112-9117.
Cite this
RIS
Copy
TY - JOUR
DO - 10.1021/acs.orglett.1c03430
UR - https://doi.org/10.1021/acs.orglett.1c03430
TI - Enantioselective Synthesis of 2-Functionalized Tetrahydroquinolines through Biomimetic Reduction
T2 - Organic Letters
AU - Zhao, Zi Biao
AU - Wang, Jie
AU - Zhu, Zhou Hao
AU - Chen, Muwang
AU - Zhou, Yonggui
PY - 2021
DA - 2021/11/12
PB - American Chemical Society (ACS)
SP - 9112-9117
IS - 23
VL - 23
PMID - 34766774
SN - 1523-7060
SN - 1523-7052
ER -
Cite this
BibTex (up to 50 authors)
Copy
@article{2021_Zhao,
author = {Zi Biao Zhao and Jie Wang and Zhou Hao Zhu and Muwang Chen and Yonggui Zhou},
title = {Enantioselective Synthesis of 2-Functionalized Tetrahydroquinolines through Biomimetic Reduction},
journal = {Organic Letters},
year = {2021},
volume = {23},
publisher = {American Chemical Society (ACS)},
month = {nov},
url = {https://doi.org/10.1021/acs.orglett.1c03430},
number = {23},
pages = {9112--9117},
doi = {10.1021/acs.orglett.1c03430}
}
Cite this
MLA
Copy
Zhao, Zi Biao, et al. “Enantioselective Synthesis of 2-Functionalized Tetrahydroquinolines through Biomimetic Reduction.” Organic Letters, vol. 23, no. 23, Nov. 2021, pp. 9112-9117. https://doi.org/10.1021/acs.orglett.1c03430.