Angewandte Chemie - International Edition, volume 62, issue 1
Donor‐Acceptor Cyclopropanes: Activation Enabled by a Single, Vinylogous Acceptor
Publication type: Journal Article
Publication date: 2022-11-30
Quartile SCImago
Q1
Quartile WOS
Q1
Impact factor: 16.6
ISSN: 14337851, 15213773
General Chemistry
Catalysis
Abstract
A novel class of highly activated donor-acceptor cyclopropanes bearing only a single, vinylogous acceptor is presented. These strained moieties readily undergo cycloadditions with aldehydes, ketones, thioketones, nitriles, naphth-2-ols and various other substrates to yield the corresponding carbo- and heterocycles. Diastereocontrol can be achieved through the choice of catalyst (Brønsted or Lewis acid). The formation of tetrahydrofurans was shown to be highly enantiospecific when chiral cyclopropanes are employed. A series of mechanistic and kinetic experiments was conducted to elucidate a plausible catalytic cycle and to rationalize the stereochemical outcome.
Top-30
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1 publication, 4.76%
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1 publication, 4.76%
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1 publication, 4.76%
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1 publication, 4.76%
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Angewandte Chemie
1 publication, 4.76%
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Angewandte Chemie - International Edition
1 publication, 4.76%
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Nature Communications
1 publication, 4.76%
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Citations by publishers
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American Chemical Society (ACS)
8 publications, 38.1%
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Royal Society of Chemistry (RSC)
5 publications, 23.81%
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Wiley
5 publications, 23.81%
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Thieme
1 publication, 4.76%
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Autonomous Non-profit Organization Editorial Board of the journal Uspekhi Khimii
1 publication, 4.76%
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Springer Nature
1 publication, 4.76%
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- We do not take into account publications without a DOI.
- Statistics recalculated only for publications connected to researchers, organizations and labs registered on the platform.
- Statistics recalculated weekly.
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Ahlburg N. L. et al. Donor‐Acceptor Cyclopropanes: Activation Enabled by a Single, Vinylogous Acceptor // Angewandte Chemie - International Edition. 2022. Vol. 62. No. 1.
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Ahlburg N. L., Hergert O., Jones P. G., Werz D. B. Donor‐Acceptor Cyclopropanes: Activation Enabled by a Single, Vinylogous Acceptor // Angewandte Chemie - International Edition. 2022. Vol. 62. No. 1.
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TY - JOUR
DO - 10.1002/anie.202214390
UR - https://doi.org/10.1002/anie.202214390
TI - Donor‐Acceptor Cyclopropanes: Activation Enabled by a Single, Vinylogous Acceptor
T2 - Angewandte Chemie - International Edition
AU - Ahlburg, Nils L
AU - Hergert, Oliver
AU - Jones, Peter G.
AU - Werz, Daniel B.
PY - 2022
DA - 2022/11/30 00:00:00
PB - Wiley
IS - 1
VL - 62
SN - 1433-7851
SN - 1521-3773
ER -
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@article{2022_Ahlburg,
author = {Nils L Ahlburg and Oliver Hergert and Peter G. Jones and Daniel B. Werz},
title = {Donor‐Acceptor Cyclopropanes: Activation Enabled by a Single, Vinylogous Acceptor},
journal = {Angewandte Chemie - International Edition},
year = {2022},
volume = {62},
publisher = {Wiley},
month = {nov},
url = {https://doi.org/10.1002/anie.202214390},
number = {1},
doi = {10.1002/anie.202214390}
}