Tetrahedron Letters, volume 61, issue 25, pages 151990

“Diels-Alder reaction” in the ionic version: GaCl3-promoted formation of substituted cyclohexenes from donor–acceptor cyclopropanes and dienes

Publication typeJournal Article
Publication date2020-06-01
Quartile SCImago
Q3
Quartile WOS
Q3
Impact factor1.8
ISSN00404039, 18733581
Organic Chemistry
Drug Discovery
Biochemistry
Abstract
A selective process of formal [2 + 4]-cycloaddition of donor–acceptor cyclopropanes (2-arylcyclopropane-1,1-dicarboxylates) in the presence of GaCl3 to conjugated dienes to give cyclohex-3-ene-1,1-dicarboxylates has been developed. This process occurs by generation of 1,2-zwitterionic gallium complexes and involves the addition of a carbocationic center to a terminal diene atom followed by 1,6-cyclization to the allyl position of the resulting intermediate.

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Belaya M. A. et al. “Diels-Alder reaction” in the ionic version: GaCl3-promoted formation of substituted cyclohexenes from donor–acceptor cyclopropanes and dienes // Tetrahedron Letters. 2020. Vol. 61. No. 25. p. 151990.
GOST all authors (up to 50) Copy
Belaya M. A., Knyazev D. A., Novikov R. G., Tomilov Y. V., Tomilov Y. V. “Diels-Alder reaction” in the ionic version: GaCl3-promoted formation of substituted cyclohexenes from donor–acceptor cyclopropanes and dienes // Tetrahedron Letters. 2020. Vol. 61. No. 25. p. 151990.
RIS |
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RIS Copy
TY - JOUR
DO - 10.1016/j.tetlet.2020.151990
UR - https://doi.org/10.1016/j.tetlet.2020.151990
TI - “Diels-Alder reaction” in the ionic version: GaCl3-promoted formation of substituted cyclohexenes from donor–acceptor cyclopropanes and dienes
T2 - Tetrahedron Letters
AU - Belaya, Maria A
AU - Knyazev, Daniil A
AU - Novikov, Roman G.
AU - Tomilov, Yury V
AU - Tomilov, Yury V.
PY - 2020
DA - 2020/06/01 00:00:00
PB - Elsevier
SP - 151990
IS - 25
VL - 61
SN - 0040-4039
SN - 1873-3581
ER -
BibTex |
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BibTex Copy
@article{2020_Belaya,
author = {Maria A Belaya and Daniil A Knyazev and Roman G. Novikov and Yury V Tomilov and Yury V. Tomilov},
title = {“Diels-Alder reaction” in the ionic version: GaCl3-promoted formation of substituted cyclohexenes from donor–acceptor cyclopropanes and dienes},
journal = {Tetrahedron Letters},
year = {2020},
volume = {61},
publisher = {Elsevier},
month = {jun},
url = {https://doi.org/10.1016/j.tetlet.2020.151990},
number = {25},
pages = {151990},
doi = {10.1016/j.tetlet.2020.151990}
}
MLA
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MLA Copy
Belaya, Maria A., et al. ““Diels-Alder reaction” in the ionic version: GaCl3-promoted formation of substituted cyclohexenes from donor–acceptor cyclopropanes and dienes.” Tetrahedron Letters, vol. 61, no. 25, Jun. 2020, p. 151990. https://doi.org/10.1016/j.tetlet.2020.151990.
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