volume 10 issue 29 pages 5582-5591

Intramolecular cycloaddition of azomethine ylides, from imines of O-acylsalicylic aldehyde and ethyl diazoacetate, to ester carbonyl - Experimental and DFT computational study

Publication typeJournal Article
Publication date2012-06-13
scimago Q2
wos Q2
SJR0.600
CiteScore5.2
Impact factor2.7
ISSN14770520, 14770539
PubMed ID:  22722405
Organic Chemistry
Biochemistry
Physical and Theoretical Chemistry
Abstract
Intramolecular 1,3-dipolar cycloaddition of alkoxycarbonyl-substituted azomethine ylides to ester carbonyl was realized for the first time in the reaction of imines of O-acylsalicylic aldehyde with ethyl diazoacetate in the presence of Cu(tfacac)(2). The stereoselectivity of the cycloaddition is explained using DFT calculations.
Found 
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Kadina A. P. et al. Intramolecular cycloaddition of azomethine ylides, from imines of O-acylsalicylic aldehyde and ethyl diazoacetate, to ester carbonyl - Experimental and DFT computational study // Organic and Biomolecular Chemistry. 2012. Vol. 10. No. 29. pp. 5582-5591.
GOST all authors (up to 50) Copy
Kadina A. P., Khlebnikov A. F., Novikov M. S., Perez P. J., Yufit D. S. Intramolecular cycloaddition of azomethine ylides, from imines of O-acylsalicylic aldehyde and ethyl diazoacetate, to ester carbonyl - Experimental and DFT computational study // Organic and Biomolecular Chemistry. 2012. Vol. 10. No. 29. pp. 5582-5591.
RIS |
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RIS Copy
TY - JOUR
DO - 10.1039/c2ob25676b
UR - https://doi.org/10.1039/c2ob25676b
TI - Intramolecular cycloaddition of azomethine ylides, from imines of O-acylsalicylic aldehyde and ethyl diazoacetate, to ester carbonyl - Experimental and DFT computational study
T2 - Organic and Biomolecular Chemistry
AU - Kadina, Anastasia P
AU - Khlebnikov, Alexander F
AU - Novikov, Mikhail S.
AU - Perez, Pedro J.
AU - Yufit, Dmitry S.
PY - 2012
DA - 2012/06/13
PB - Royal Society of Chemistry (RSC)
SP - 5582-5591
IS - 29
VL - 10
PMID - 22722405
SN - 1477-0520
SN - 1477-0539
ER -
BibTex |
Cite this
BibTex (up to 50 authors) Copy
@article{2012_Kadina,
author = {Anastasia P Kadina and Alexander F Khlebnikov and Mikhail S. Novikov and Pedro J. Perez and Dmitry S. Yufit},
title = {Intramolecular cycloaddition of azomethine ylides, from imines of O-acylsalicylic aldehyde and ethyl diazoacetate, to ester carbonyl - Experimental and DFT computational study},
journal = {Organic and Biomolecular Chemistry},
year = {2012},
volume = {10},
publisher = {Royal Society of Chemistry (RSC)},
month = {jun},
url = {https://doi.org/10.1039/c2ob25676b},
number = {29},
pages = {5582--5591},
doi = {10.1039/c2ob25676b}
}
MLA
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MLA Copy
Kadina, Anastasia P., et al. “Intramolecular cycloaddition of azomethine ylides, from imines of O-acylsalicylic aldehyde and ethyl diazoacetate, to ester carbonyl - Experimental and DFT computational study.” Organic and Biomolecular Chemistry, vol. 10, no. 29, Jun. 2012, pp. 5582-5591. https://doi.org/10.1039/c2ob25676b.