Three-Component Gallium(III)-Promoted Addition of Halide Anions and Acetylenes to Donor-Acceptor Cyclopropanes
Roman G. Novikov
1, 2, 3, 4
,
Denis D Borisov
1, 3
,
Anna V Tarasova
1, 3
,
Yaroslav V. Tkachev
2
,
Yury V. Tomilov
1, 3
Publication type: Journal Article
Publication date: 2018-07-17
scimago Q1
wos Q1
SJR: 5.550
CiteScore: 27.6
Impact factor: 16.9
ISSN: 14337851, 15213773
PubMed ID:
29897640
General Chemistry
Catalysis
Abstract
A new strategy for the three‐component addition of halide anions and acetylenes to donor–acceptor cyclopropanes (DACs) is presented. This reaction, which occurs with high E selectivity, is promoted by gallium(III) salts and based on the 1,2‐zwitterionic reactivity of DACs. It opens up a new group of processes involving DACs. The reaction occurs readily with a broad range of substrates and is tolerant of various functional groups. This methodology makes it possible to assemble highly functionalized vinyl halides, which are very convenient building blocks in organic synthesis. A possible mechanism of this reaction and its stereochemical aspects are discussed in detail.
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Metrics
49
Total citations:
49
Citations from 2024:
10
(20%)
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MLA
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GOST
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Novikov R. G. et al. Three-Component Gallium(III)-Promoted Addition of Halide Anions and Acetylenes to Donor-Acceptor Cyclopropanes // Angewandte Chemie - International Edition. 2018. Vol. 57. No. 32. pp. 10293-10298.
GOST all authors (up to 50)
Copy
Novikov R. G., Borisov D. D., Tarasova A. V., Tkachev Y. V., Tomilov Y. V. Three-Component Gallium(III)-Promoted Addition of Halide Anions and Acetylenes to Donor-Acceptor Cyclopropanes // Angewandte Chemie - International Edition. 2018. Vol. 57. No. 32. pp. 10293-10298.
Cite this
RIS
Copy
TY - JOUR
DO - 10.1002/anie.201803541
UR - https://onlinelibrary.wiley.com/doi/10.1002/anie.201803541
TI - Three-Component Gallium(III)-Promoted Addition of Halide Anions and Acetylenes to Donor-Acceptor Cyclopropanes
T2 - Angewandte Chemie - International Edition
AU - Novikov, Roman G.
AU - Borisov, Denis D
AU - Tarasova, Anna V
AU - Tkachev, Yaroslav V.
AU - Tomilov, Yury V.
PY - 2018
DA - 2018/07/17
PB - Wiley
SP - 10293-10298
IS - 32
VL - 57
PMID - 29897640
SN - 1433-7851
SN - 1521-3773
ER -
Cite this
BibTex (up to 50 authors)
Copy
@article{2018_Novikov,
author = {Roman G. Novikov and Denis D Borisov and Anna V Tarasova and Yaroslav V. Tkachev and Yury V. Tomilov},
title = {Three-Component Gallium(III)-Promoted Addition of Halide Anions and Acetylenes to Donor-Acceptor Cyclopropanes},
journal = {Angewandte Chemie - International Edition},
year = {2018},
volume = {57},
publisher = {Wiley},
month = {jul},
url = {https://onlinelibrary.wiley.com/doi/10.1002/anie.201803541},
number = {32},
pages = {10293--10298},
doi = {10.1002/anie.201803541}
}
Cite this
MLA
Copy
Novikov, Roman G., et al. “Three-Component Gallium(III)-Promoted Addition of Halide Anions and Acetylenes to Donor-Acceptor Cyclopropanes.” Angewandte Chemie - International Edition, vol. 57, no. 32, Jul. 2018, pp. 10293-10298. https://onlinelibrary.wiley.com/doi/10.1002/anie.201803541.
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