ACS Catalysis, volume 8, issue 7, pages 6100-6105
Enantioselective Palladium-Catalyzed [3C + 2C] and [4C + 3C] Intramolecular Cycloadditions of Alkylidenecyclopropanes
1
Centro Singular de Investigación en Química Biolóxica e Materiais Moleculares (CiQUS) and Departamento de Química Orgánica, Universidad de Santiago de Compostela, 15782, Santiago de Compostela, Spain
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2
Instituto de Química Orgánica General CSIC, Juan de la Cierva 3, 28006, Madrid, Spain
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Publication type: Journal Article
Publication date: 2018-06-04
Journal:
ACS Catalysis
Quartile SCImago
Q1
Quartile WOS
Q1
Impact factor: 12.9
ISSN: 21555435, 21555435
General Chemistry
Catalysis
Abstract
We report a highly enantioselective [3C + 2C] intramolecular cycloaddition of alkylidenecyclopropanes (ACPs) and alkenes. The best results are obtained by using sterically demanding chiral phosphoramidite ligands derived from Vapol. Moreover, we also show that related, but less bulky, phosphoramidites can also lead to very effective [4C + 3C] cycloadditions when dienes, instead of alkenes, are used as reacting partners. The reactions provide a practical, simple, and selective access to optically active, synthetically appealing 5,5- and 5,7-bicyclic systems.
Top-30
Citations by journals
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2 publications, 3.85%
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Journal of the American Chemical Society
2 publications, 3.85%
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2 publications, 3.85%
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1 publication, 1.92%
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Trends in Chemistry
1 publication, 1.92%
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European Journal of Inorganic Chemistry
1 publication, 1.92%
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Chemical Reviews
1 publication, 1.92%
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Journal of Organic Chemistry
1 publication, 1.92%
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Synthesis
1 publication, 1.92%
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Chemical Society Reviews
1 publication, 1.92%
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Advanced Science
1 publication, 1.92%
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Chemical Communications
1 publication, 1.92%
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Russian Chemical Reviews
1 publication, 1.92%
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Citations by publishers
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5
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25
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Wiley
25 publications, 48.08%
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Royal Society of Chemistry (RSC)
12 publications, 23.08%
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American Chemical Society (ACS)
10 publications, 19.23%
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Shanghai Institute of Organic Chemistry
1 publication, 1.92%
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Elsevier
1 publication, 1.92%
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Thieme
1 publication, 1.92%
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Autonomous Non-profit Organization Editorial Board of the journal Uspekhi Khimii
1 publication, 1.92%
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5
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- We do not take into account publications without a DOI.
- Statistics recalculated only for publications connected to researchers, organizations and labs registered on the platform.
- Statistics recalculated weekly.
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Verdugo F. et al. Enantioselective Palladium-Catalyzed [3C + 2C] and [4C + 3C] Intramolecular Cycloadditions of Alkylidenecyclopropanes // ACS Catalysis. 2018. Vol. 8. No. 7. pp. 6100-6105.
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Verdugo F., Villarino L., Durán J., Gulías M., Mascareñas J. L., Lopez F. Enantioselective Palladium-Catalyzed [3C + 2C] and [4C + 3C] Intramolecular Cycloadditions of Alkylidenecyclopropanes // ACS Catalysis. 2018. Vol. 8. No. 7. pp. 6100-6105.
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TY - JOUR
DO - 10.1021/acscatal.8b01296
UR - https://doi.org/10.1021/acscatal.8b01296
TI - Enantioselective Palladium-Catalyzed [3C + 2C] and [4C + 3C] Intramolecular Cycloadditions of Alkylidenecyclopropanes
T2 - ACS Catalysis
AU - Durán, Juan
AU - Gulías, Moisés
AU - Mascareñas, José L.
AU - Lopez, Fernando
AU - Verdugo, Felipe
AU - Villarino, Lara
PY - 2018
DA - 2018/06/04 00:00:00
PB - American Chemical Society (ACS)
SP - 6100-6105
IS - 7
VL - 8
SN - 2155-5435
SN - 2155-5435
ER -
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@article{2018_Verdugo,
author = {Juan Durán and Moisés Gulías and José L. Mascareñas and Fernando Lopez and Felipe Verdugo and Lara Villarino},
title = {Enantioselective Palladium-Catalyzed [3C + 2C] and [4C + 3C] Intramolecular Cycloadditions of Alkylidenecyclopropanes},
journal = {ACS Catalysis},
year = {2018},
volume = {8},
publisher = {American Chemical Society (ACS)},
month = {jun},
url = {https://doi.org/10.1021/acscatal.8b01296},
number = {7},
pages = {6100--6105},
doi = {10.1021/acscatal.8b01296}
}
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MLA
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Verdugo, Felipe, et al. “Enantioselective Palladium-Catalyzed [3C + 2C] and [4C + 3C] Intramolecular Cycloadditions of Alkylidenecyclopropanes.” ACS Catalysis, vol. 8, no. 7, Jun. 2018, pp. 6100-6105. https://doi.org/10.1021/acscatal.8b01296.