Lewis Acid-Catalyzed [3+2] Cycloaddition of Donor-Acceptor Cyclopropanes and Enamines: Enantioselective Synthesis of Nitrogen-Functionalized Cyclopentane Derivatives
Publication type: Journal Article
Publication date: 2016-06-02
scimago Q1
wos Q1
SJR: 0.930
CiteScore: 8.0
Impact factor: 4.0
ISSN: 16154150, 16154169
General Chemistry
Abstract
A straightforward and efficient method for the synthesis of nitrogen-functionalized cyclopentane derivatives via [3+2] cycloaddition of enamines with donor-acceptor cyclopropanes in the presence of catalytic amounts of various Lewis acids at room temperature has been developed; furthermore, the corresponding β-amino acid was synthesized by monodecarboxylation and hydrogenolysis. An enantioenriched synthesis of nitrogen-functionalized cyclopentane derivatives through dynamic kinetic asymmetric transformation of racemic donor-acceptor cyclopropanes has also been achieved employing a copper complex [Cu(OTf)2-L1] as the catalyst affording an enantiomeric ratio up to 8:1.
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58
Total citations:
58
Citations from 2025:
5
(8.62%)
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GOST
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Verma K., Banerjee P. Lewis Acid-Catalyzed [3+2] Cycloaddition of Donor-Acceptor Cyclopropanes and Enamines: Enantioselective Synthesis of Nitrogen-Functionalized Cyclopentane Derivatives // Advanced Synthesis and Catalysis. 2016. Vol. 358. No. 13. pp. 2053-2058.
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Verma K., Banerjee P. Lewis Acid-Catalyzed [3+2] Cycloaddition of Donor-Acceptor Cyclopropanes and Enamines: Enantioselective Synthesis of Nitrogen-Functionalized Cyclopentane Derivatives // Advanced Synthesis and Catalysis. 2016. Vol. 358. No. 13. pp. 2053-2058.
Cite this
RIS
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TY - JOUR
DO - 10.1002/adsc.201600221
UR - https://doi.org/10.1002/adsc.201600221
TI - Lewis Acid-Catalyzed [3+2] Cycloaddition of Donor-Acceptor Cyclopropanes and Enamines: Enantioselective Synthesis of Nitrogen-Functionalized Cyclopentane Derivatives
T2 - Advanced Synthesis and Catalysis
AU - Verma, Kamal
AU - Banerjee, Prabal
PY - 2016
DA - 2016/06/02
PB - Wiley
SP - 2053-2058
IS - 13
VL - 358
SN - 1615-4150
SN - 1615-4169
ER -
Cite this
BibTex (up to 50 authors)
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@article{2016_Verma,
author = {Kamal Verma and Prabal Banerjee},
title = {Lewis Acid-Catalyzed [3+2] Cycloaddition of Donor-Acceptor Cyclopropanes and Enamines: Enantioselective Synthesis of Nitrogen-Functionalized Cyclopentane Derivatives},
journal = {Advanced Synthesis and Catalysis},
year = {2016},
volume = {358},
publisher = {Wiley},
month = {jun},
url = {https://doi.org/10.1002/adsc.201600221},
number = {13},
pages = {2053--2058},
doi = {10.1002/adsc.201600221}
}
Cite this
MLA
Copy
Verma, Kamal, and Prabal Banerjee. “Lewis Acid-Catalyzed [3+2] Cycloaddition of Donor-Acceptor Cyclopropanes and Enamines: Enantioselective Synthesis of Nitrogen-Functionalized Cyclopentane Derivatives.” Advanced Synthesis and Catalysis, vol. 358, no. 13, Jun. 2016, pp. 2053-2058. https://doi.org/10.1002/adsc.201600221.