Asymmetric Mannich Reaction of Isatin-Derived Ketimines with α-Fluoroindanones Catalyzed by a Chiral Phase-Transfer Catalyst
Publication type: Journal Article
Publication date: 2024-03-20
scimago Q2
wos Q1
SJR: 0.737
CiteScore: 6.1
Impact factor: 3.6
ISSN: 00223263, 15206904
PubMed ID:
38506434
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).
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Metrics
7
Total citations:
7
Citations from 2024:
6
(85.72%)
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GOST
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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.
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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.
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RIS
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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 -
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BibTex (up to 50 authors)
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@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}
}
Cite this
MLA
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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.