Organocatalytic asymmetric [3+2] cycloaddition of N-2,2,2-trifluoroethylisatin ketimines with 3-alkenyl-5-arylfuran-2(3H)-ones.
Zhen-Hua Wang
1, 2
,
Zhijun Wu
3
,
Deng Feng Yue
1, 2
,
Deng-Feng Yue
1, 2
,
Wen-Fei Hu
1, 2
,
Xiaomei Zhang
1
,
Xiao-Ying Xu
1
,
Weicheng Yuan
1
Publication type: Journal Article
Publication date: 2016-09-05
scimago Q1
wos Q2
SJR: 1.037
CiteScore: 7.4
Impact factor: 4.2
ISSN: 13597345, 1364548X
PubMed ID:
27711301
Materials Chemistry
Metals and Alloys
Surfaces, Coatings and Films
General Chemistry
Ceramics and Composites
Electronic, Optical and Magnetic Materials
Catalysis
Abstract
A highly diastereo- and enantioselective [3+2] cycloaddition reaction of N-2,2,2-trifluoroethylisatin ketimines and 3-alkenyl-5-arylfuran-2(3H)-ones was developed with 1 mol% thiourea-tertiary amine as the catalyst. A series of spiro[pyrrolidin-3,2'-oxindoles] bearing four consecutive stereocenters, including two vicinal spiro-quaternary chiral centers, were efficiently obtained with excellent results (up to >99% yield, >20 : 1 dr, and >99% ee).
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Total citations:
89
Citations from 2024:
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(12.36%)
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GOST
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Wang Z. et al. Organocatalytic asymmetric [3+2] cycloaddition of N-2,2,2-trifluoroethylisatin ketimines with 3-alkenyl-5-arylfuran-2(3H)-ones. // Chemical Communications. 2016. Vol. 52. No. 78. pp. 11708-11711.
GOST all authors (up to 50)
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Wang Z., Wu Z., Yue D. F., Yue D., Hu W., Zhang X., Xu X., Yuan W. Organocatalytic asymmetric [3+2] cycloaddition of N-2,2,2-trifluoroethylisatin ketimines with 3-alkenyl-5-arylfuran-2(3H)-ones. // Chemical Communications. 2016. Vol. 52. No. 78. pp. 11708-11711.
Cite this
RIS
Copy
TY - JOUR
DO - 10.1039/C6CC06367E
UR - https://doi.org/10.1039/C6CC06367E
TI - Organocatalytic asymmetric [3+2] cycloaddition of N-2,2,2-trifluoroethylisatin ketimines with 3-alkenyl-5-arylfuran-2(3H)-ones.
T2 - Chemical Communications
AU - Wang, Zhen-Hua
AU - Wu, Zhijun
AU - Yue, Deng Feng
AU - Yue, Deng-Feng
AU - Hu, Wen-Fei
AU - Zhang, Xiaomei
AU - Xu, Xiao-Ying
AU - Yuan, Weicheng
PY - 2016
DA - 2016/09/05
PB - Royal Society of Chemistry (RSC)
SP - 11708-11711
IS - 78
VL - 52
PMID - 27711301
SN - 1359-7345
SN - 1364-548X
ER -
Cite this
BibTex (up to 50 authors)
Copy
@article{2016_Wang,
author = {Zhen-Hua Wang and Zhijun Wu and Deng Feng Yue and Deng-Feng Yue and Wen-Fei Hu and Xiaomei Zhang and Xiao-Ying Xu and Weicheng Yuan},
title = {Organocatalytic asymmetric [3+2] cycloaddition of N-2,2,2-trifluoroethylisatin ketimines with 3-alkenyl-5-arylfuran-2(3H)-ones.},
journal = {Chemical Communications},
year = {2016},
volume = {52},
publisher = {Royal Society of Chemistry (RSC)},
month = {sep},
url = {https://doi.org/10.1039/C6CC06367E},
number = {78},
pages = {11708--11711},
doi = {10.1039/C6CC06367E}
}
Cite this
MLA
Copy
Wang, Zhen-Hua, et al. “Organocatalytic asymmetric [3+2] cycloaddition of N-2,2,2-trifluoroethylisatin ketimines with 3-alkenyl-5-arylfuran-2(3H)-ones..” Chemical Communications, vol. 52, no. 78, Sep. 2016, pp. 11708-11711. https://doi.org/10.1039/C6CC06367E.