Four-Membered Cycle Formation Challenge: GaCl3 -Promoted Formal [2+2]-Cycloaddition of Donor-Acceptor Cyclopropanes to Bicyclobutylidene
Тип публикации: Journal Article
Дата публикации: 2019-05-16
scimago Q2
wos Q2
БС2
SJR: 0.558
CiteScore: 4.3
Impact factor: 2.7
ISSN: 1434193X, 10990690
Organic Chemistry
Physical and Theoretical Chemistry
Краткое описание
The first selective process of formal [2+2]‐cycloaddition of donor–acceptor cyclopropanes (DAC) to multiple C–C bonds to form a four‐membered ring in the product has been developed. Bicyclobutylidene is used do demonstrate this reaction. The process is promoted by GaCl3 and occurs through generation of 1,2‐zwitterionic intermediates. A carbocationic rearrangement occurs in the bicyclobutylidene moiety. It results in expansion of both cyclobutane rings into five‐membered ones and formation of a [2.3.3]propellane skeleton in the final product.
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Zotova M. A. et al. Four-Membered Cycle Formation Challenge: GaCl3 -Promoted Formal [2+2]-Cycloaddition of Donor-Acceptor Cyclopropanes to Bicyclobutylidene // European Journal of Organic Chemistry. 2019. Vol. 2019. No. 26. pp. 4207-4214.
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Zotova M. A., Novikov R. G., Volodin A. D., Korlyukov A., Korlyukov A. A., Tkachev Y. V., Korolev V. A., Tomilov Y. V. Four-Membered Cycle Formation Challenge: GaCl3 -Promoted Formal [2+2]-Cycloaddition of Donor-Acceptor Cyclopropanes to Bicyclobutylidene // European Journal of Organic Chemistry. 2019. Vol. 2019. No. 26. pp. 4207-4214.
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TY - JOUR
DO - 10.1002/ejoc.201900329
UR - https://chemistry-europe.onlinelibrary.wiley.com/doi/10.1002/ejoc.201900329
TI - Four-Membered Cycle Formation Challenge: GaCl3 -Promoted Formal [2+2]-Cycloaddition of Donor-Acceptor Cyclopropanes to Bicyclobutylidene
T2 - European Journal of Organic Chemistry
AU - Zotova, Maria A
AU - Novikov, Roman G.
AU - Volodin, Alexander D
AU - Korlyukov, Alexander
AU - Korlyukov, Alexander A.
AU - Tkachev, Yaroslav V.
AU - Korolev, Victor A
AU - Tomilov, Yury V.
PY - 2019
DA - 2019/05/16
PB - Wiley
SP - 4207-4214
IS - 26
VL - 2019
SN - 1434-193X
SN - 1099-0690
ER -
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@article{2019_Zotova,
author = {Maria A Zotova and Roman G. Novikov and Alexander D Volodin and Alexander Korlyukov and Alexander A. Korlyukov and Yaroslav V. Tkachev and Victor A Korolev and Yury V. Tomilov},
title = {Four-Membered Cycle Formation Challenge: GaCl3 -Promoted Formal [2+2]-Cycloaddition of Donor-Acceptor Cyclopropanes to Bicyclobutylidene},
journal = {European Journal of Organic Chemistry},
year = {2019},
volume = {2019},
publisher = {Wiley},
month = {may},
url = {https://chemistry-europe.onlinelibrary.wiley.com/doi/10.1002/ejoc.201900329},
number = {26},
pages = {4207--4214},
doi = {10.1002/ejoc.201900329}
}
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Zotova, Maria A., et al. “Four-Membered Cycle Formation Challenge: GaCl3 -Promoted Formal [2+2]-Cycloaddition of Donor-Acceptor Cyclopropanes to Bicyclobutylidene.” European Journal of Organic Chemistry, vol. 2019, no. 26, May. 2019, pp. 4207-4214. https://chemistry-europe.onlinelibrary.wiley.com/doi/10.1002/ejoc.201900329.
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