Rh(II)-Catalyzed Spirocyclization of α-Diazo Homophthalimides with Cyclic Ethers.
Publication type: Journal Article
Publication date: 2019-02-28
scimago Q2
wos Q1
SJR: 0.737
CiteScore: 6.1
Impact factor: 3.6
ISSN: 00223263, 15206904
PubMed ID:
30816715
Organic Chemistry
Abstract
Rh(II)-catalyzed decomposition of α-diazo homophthalimides in the presence of cyclic ethers gave spirocyclic products of Stevens-type [1,2]-alkyl shift within the postulated oxonium ylide intermediate. Such a reaction pathway is in line with thermodynamic predictions obtained from quantum chemical calculations performed at the B3LYP/6-31G* and B3LYP/6-311++G** levels of theory. These findings represent the first systematically investigated case of spirocyclization of cyclic α-diazocarbonyl compounds with cyclic ethers.
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42
Total citations:
42
Citations from 2025:
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(19.05%)
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GOST
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Guranova N. I. et al. Rh(II)-Catalyzed Spirocyclization of α-Diazo Homophthalimides with Cyclic Ethers. // Journal of Organic Chemistry. 2019. Vol. 84. No. 7. pp. 4534-4542.
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Guranova N. I., Darin D., Kantin G., Novikov A. S., Bakulina O., Krasavin M. Rh(II)-Catalyzed Spirocyclization of α-Diazo Homophthalimides with Cyclic Ethers. // Journal of Organic Chemistry. 2019. Vol. 84. No. 7. pp. 4534-4542.
Cite this
RIS
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TY - JOUR
DO - 10.1021/acs.joc.9b00245
UR - https://doi.org/10.1021/acs.joc.9b00245
TI - Rh(II)-Catalyzed Spirocyclization of α-Diazo Homophthalimides with Cyclic Ethers.
T2 - Journal of Organic Chemistry
AU - Guranova, Natalia I
AU - Darin, Dmitry
AU - Kantin, Grigory
AU - Novikov, Alexander S.
AU - Bakulina, Olga
AU - Krasavin, Mikhail
PY - 2019
DA - 2019/02/28
PB - American Chemical Society (ACS)
SP - 4534-4542
IS - 7
VL - 84
PMID - 30816715
SN - 0022-3263
SN - 1520-6904
ER -
Cite this
BibTex (up to 50 authors)
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@article{2019_Guranova,
author = {Natalia I Guranova and Dmitry Darin and Grigory Kantin and Alexander S. Novikov and Olga Bakulina and Mikhail Krasavin},
title = {Rh(II)-Catalyzed Spirocyclization of α-Diazo Homophthalimides with Cyclic Ethers.},
journal = {Journal of Organic Chemistry},
year = {2019},
volume = {84},
publisher = {American Chemical Society (ACS)},
month = {feb},
url = {https://doi.org/10.1021/acs.joc.9b00245},
number = {7},
pages = {4534--4542},
doi = {10.1021/acs.joc.9b00245}
}
Cite this
MLA
Copy
Guranova, Natalia I., et al. “Rh(II)-Catalyzed Spirocyclization of α-Diazo Homophthalimides with Cyclic Ethers..” Journal of Organic Chemistry, vol. 84, no. 7, Feb. 2019, pp. 4534-4542. https://doi.org/10.1021/acs.joc.9b00245.