Chemical Reviews, volume 121, issue 1, pages 227-263
Catalytic Enantioselective Ring-Opening Reactions of Cyclopropanes
Publication type: Journal Article
Publication date: 2020-05-29
Journal:
Chemical Reviews
Quartile SCImago
Q1
Quartile WOS
Q1
Impact factor: 62.1
ISSN: 00092665, 15206890
General Chemistry
Abstract
This review describes the development of enantioselective methods for the ring opening of cyclopropanes. Both approaches based on the reaction of nonchiral cyclopropanes and (dynamic) kinetic resolutions and asymmetric transformations of chiral substrates are presented. The review is organized according to substrate classes, starting by the more mature field of donor-acceptor cyclopropanes. Emerging methods for enantioselective ring opening of acceptor- or donor-only cyclopropanes are then presented. The last part of the review describes the ring opening of more reactive three-membered rings substituted with unsaturations with a particular focus on vinylcyclopropanes, alkylidenecyclopropanes, and vinylidenecyclopropanes. In the last two decades, the field has grown from a proof of concept stage to a broad range of methods for accessing enantioenriched building blocks, and further extensive developments can be expected in the future.
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Citations by publishers
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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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Pirenne V., Muriel B., Waser J. Catalytic Enantioselective Ring-Opening Reactions of Cyclopropanes // Chemical Reviews. 2020. Vol. 121. No. 1. pp. 227-263.
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Pirenne V., Muriel B., Waser J. Catalytic Enantioselective Ring-Opening Reactions of Cyclopropanes // Chemical Reviews. 2020. Vol. 121. No. 1. pp. 227-263.
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TY - JOUR
DO - 10.1021/acs.chemrev.0c00109
UR - https://doi.org/10.1021/acs.chemrev.0c00109
TI - Catalytic Enantioselective Ring-Opening Reactions of Cyclopropanes
T2 - Chemical Reviews
AU - Waser, Jerome
AU - Pirenne, Vincent
AU - Muriel, Bastian
PY - 2020
DA - 2020/05/29 00:00:00
PB - American Chemical Society (ACS)
SP - 227-263
IS - 1
VL - 121
SN - 0009-2665
SN - 1520-6890
ER -
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@article{2020_Pirenne,
author = {Jerome Waser and Vincent Pirenne and Bastian Muriel},
title = {Catalytic Enantioselective Ring-Opening Reactions of Cyclopropanes},
journal = {Chemical Reviews},
year = {2020},
volume = {121},
publisher = {American Chemical Society (ACS)},
month = {may},
url = {https://doi.org/10.1021/acs.chemrev.0c00109},
number = {1},
pages = {227--263},
doi = {10.1021/acs.chemrev.0c00109}
}
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Pirenne, Vincent, et al. “Catalytic Enantioselective Ring-Opening Reactions of Cyclopropanes.” Chemical Reviews, vol. 121, no. 1, May. 2020, pp. 227-263. https://doi.org/10.1021/acs.chemrev.0c00109.