volume 23 issue 23 pages 9112-9117

Enantioselective Synthesis of 2-Functionalized Tetrahydroquinolines through Biomimetic Reduction

Publication typeJournal Article
Publication date2021-11-12
scimago Q1
wos Q1
SJR1.235
CiteScore8.7
Impact factor5.0
ISSN15237060, 15237052
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.
Found 
Found 

Top-30

Journals

1
2
3
4
Journal of Organic Chemistry
4 publications, 22.22%
Chinese Chemical Letters
1 publication, 5.56%
Synlett
1 publication, 5.56%
Organic Letters
1 publication, 5.56%
Accounts of Chemical Research
1 publication, 5.56%
Chemical Science
1 publication, 5.56%
Organic Chemistry Frontiers
1 publication, 5.56%
Progress in Heterocyclic Chemistry
1 publication, 5.56%
Synthesis
1 publication, 5.56%
ChemistrySelect
1 publication, 5.56%
Advanced Functional Materials
1 publication, 5.56%
Organic and Biomolecular Chemistry
1 publication, 5.56%
Journal of the American Chemical Society
1 publication, 5.56%
Chemistry - A European Journal
1 publication, 5.56%
Russian Chemical Reviews
1 publication, 5.56%
1
2
3
4

Publishers

1
2
3
4
5
6
7
American Chemical Society (ACS)
7 publications, 38.89%
Royal Society of Chemistry (RSC)
3 publications, 16.67%
Wiley
3 publications, 16.67%
Elsevier
2 publications, 11.11%
Georg Thieme Verlag KG
2 publications, 11.11%
Autonomous Non-profit Organization Editorial Board of the journal Uspekhi Khimii
1 publication, 5.56%
1
2
3
4
5
6
7
  • We do not take into account publications without a DOI.
  • Statistics recalculated weekly.

Are you a researcher?

Create a profile to get free access to personal recommendations for colleagues and new articles.
Metrics
19
Share
Cite this
GOST |
Cite this
GOST Copy
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) Copy
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.
RIS |
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 -
BibTex |
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}
}
MLA
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.