Organic Letters, volume 15, issue 19, pages 4928-4931
Regio- and Diastereoselective Stepwise [8 + 3]-Cycloaddition Reaction between Tropone Derivatives and Donor–Acceptor Cyclopropanes
1
Departamento de Química Orgánica I, Facultad de Ciencias Químicas, Universidad Complutense de Madrid, 28040-Madrid, Spain
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Publication type: Journal Article
Publication date: 2013-09-16
Journal:
Organic Letters
Quartile SCImago
Q1
Quartile WOS
Q1
Impact factor: 5.2
ISSN: 15237060, 15237052
Organic Chemistry
Biochemistry
Physical and Theoretical Chemistry
Abstract
A novel SnCl4-catalyzed [8 + 3]-cycloaddition reaction between tropone derivatives and donor-acceptor aminocyclopropanes is described. The process leads to the formation of amino-substituted tetrahydrocyclohepta[b]pyrans with complete regio- and diastereoselectivity. Density functional theory calculations suggest that the cycloaddition occurs stepwise through an aromatic zwitterionic intermediate.
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Springer Nature
1 publication, 1.37%
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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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Rivero A. R., Fernandez I., Sierra M. A. Regio- and Diastereoselective Stepwise [8 + 3]-Cycloaddition Reaction between Tropone Derivatives and Donor–Acceptor Cyclopropanes // Organic Letters. 2013. Vol. 15. No. 19. pp. 4928-4931.
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Rivero A. R., Fernandez I., Sierra M. A. Regio- and Diastereoselective Stepwise [8 + 3]-Cycloaddition Reaction between Tropone Derivatives and Donor–Acceptor Cyclopropanes // Organic Letters. 2013. Vol. 15. No. 19. pp. 4928-4931.
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TY - JOUR
DO - 10.1021/ol4020656
UR - https://doi.org/10.1021/ol4020656
TI - Regio- and Diastereoselective Stepwise [8 + 3]-Cycloaddition Reaction between Tropone Derivatives and Donor–Acceptor Cyclopropanes
T2 - Organic Letters
AU - Rivero, Alexandra R
AU - Fernandez, Israel
AU - Sierra, Miguel A.
PY - 2013
DA - 2013/09/16 00:00:00
PB - American Chemical Society (ACS)
SP - 4928-4931
IS - 19
VL - 15
SN - 1523-7060
SN - 1523-7052
ER -
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@article{2013_Rivero,
author = {Alexandra R Rivero and Israel Fernandez and Miguel A. Sierra},
title = {Regio- and Diastereoselective Stepwise [8 + 3]-Cycloaddition Reaction between Tropone Derivatives and Donor–Acceptor Cyclopropanes},
journal = {Organic Letters},
year = {2013},
volume = {15},
publisher = {American Chemical Society (ACS)},
month = {sep},
url = {https://doi.org/10.1021/ol4020656},
number = {19},
pages = {4928--4931},
doi = {10.1021/ol4020656}
}
Cite this
MLA
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Rivero, Alexandra R., et al. “Regio- and Diastereoselective Stepwise [8 + 3]-Cycloaddition Reaction between Tropone Derivatives and Donor–Acceptor Cyclopropanes.” Organic Letters, vol. 15, no. 19, Sep. 2013, pp. 4928-4931. https://doi.org/10.1021/ol4020656.