volume 89 issue 7 pages 4474-4483

Asymmetric Mannich Reaction of Isatin-Derived Ketimines with α-Fluoroindanones Catalyzed by a Chiral Phase-Transfer Catalyst

Meiyan Zhao 1
Zhiqi Zhao 1
Zhonglin Wei 1
Jungang Cao 1
Dapeng Liang 1
Yingjie Lin 1
Ying-Jie Lin 1
Hai-feng Duan 1
Publication typeJournal Article
Publication date2024-03-20
scimago Q2
wos Q1
SJR0.737
CiteScore6.1
Impact factor3.6
ISSN00223263, 15206904
Organic Chemistry
Abstract
A highly enantioselective Mannich reaction of α-fluoroindanones with isatin-derived N-Boc-ketimines catalyzed by a quinine-derived phase-transfer catalyst was developed. A variety of 3-substituted 3-amino-2-oxindoles bearing fluorine-containing, vicinal, tetrasubstituted stereocenters were constructed using this protocol in high yields (83–95%), with moderate to excellent enantioselectivities (66–91%) and high diastereoselectivities (up to >99:1).
Found 
Found 

Top-30

Journals

1
MolBank
1 publication, 14.29%
Synlett
1 publication, 14.29%
Organic and Biomolecular Chemistry
1 publication, 14.29%
Journal of Organic Chemistry
1 publication, 14.29%
Russian Chemical Reviews
1 publication, 14.29%
ACS Omega
1 publication, 14.29%
Tetrahedron
1 publication, 14.29%
1

Publishers

1
2
American Chemical Society (ACS)
2 publications, 28.57%
MDPI
1 publication, 14.29%
Georg Thieme Verlag KG
1 publication, 14.29%
Royal Society of Chemistry (RSC)
1 publication, 14.29%
Autonomous Non-profit Organization Editorial Board of the journal Uspekhi Khimii
1 publication, 14.29%
Elsevier
1 publication, 14.29%
1
2
  • 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
7
Share
Cite this
GOST |
Cite this
GOST Copy
Zhao M. et al. Asymmetric Mannich Reaction of Isatin-Derived Ketimines with α-Fluoroindanones Catalyzed by a Chiral Phase-Transfer Catalyst // Journal of Organic Chemistry. 2024. Vol. 89. No. 7. pp. 4474-4483.
GOST all authors (up to 50) Copy
Zhao M., Zhao Z., Wei Z., Cao J., Liang D., Lin Y., Lin Y., Duan H. Asymmetric Mannich Reaction of Isatin-Derived Ketimines with α-Fluoroindanones Catalyzed by a Chiral Phase-Transfer Catalyst // Journal of Organic Chemistry. 2024. Vol. 89. No. 7. pp. 4474-4483.
RIS |
Cite this
RIS Copy
TY - JOUR
DO - 10.1021/acs.joc.3c02668
UR - https://pubs.acs.org/doi/10.1021/acs.joc.3c02668
TI - Asymmetric Mannich Reaction of Isatin-Derived Ketimines with α-Fluoroindanones Catalyzed by a Chiral Phase-Transfer Catalyst
T2 - Journal of Organic Chemistry
AU - Zhao, Meiyan
AU - Zhao, Zhiqi
AU - Wei, Zhonglin
AU - Cao, Jungang
AU - Liang, Dapeng
AU - Lin, Yingjie
AU - Lin, Ying-Jie
AU - Duan, Hai-feng
PY - 2024
DA - 2024/03/20
PB - American Chemical Society (ACS)
SP - 4474-4483
IS - 7
VL - 89
PMID - 38506434
SN - 0022-3263
SN - 1520-6904
ER -
BibTex |
Cite this
BibTex (up to 50 authors) Copy
@article{2024_Zhao,
author = {Meiyan Zhao and Zhiqi Zhao and Zhonglin Wei and Jungang Cao and Dapeng Liang and Yingjie Lin and Ying-Jie Lin and Hai-feng Duan},
title = {Asymmetric Mannich Reaction of Isatin-Derived Ketimines with α-Fluoroindanones Catalyzed by a Chiral Phase-Transfer Catalyst},
journal = {Journal of Organic Chemistry},
year = {2024},
volume = {89},
publisher = {American Chemical Society (ACS)},
month = {mar},
url = {https://pubs.acs.org/doi/10.1021/acs.joc.3c02668},
number = {7},
pages = {4474--4483},
doi = {10.1021/acs.joc.3c02668}
}
MLA
Cite this
MLA Copy
Zhao, Meiyan, et al. “Asymmetric Mannich Reaction of Isatin-Derived Ketimines with α-Fluoroindanones Catalyzed by a Chiral Phase-Transfer Catalyst.” Journal of Organic Chemistry, vol. 89, no. 7, Mar. 2024, pp. 4474-4483. https://pubs.acs.org/doi/10.1021/acs.joc.3c02668.