Chemical Reviews, volume 121, issue 15, pages 9359-9406
Carbonyl–Olefin Metathesis
Haley Albright
1
,
Ashlee J Davis
1
,
Jessica L Gomez Lopez
1
,
Hannah L Vonesh
1
,
Phong K Quach
2
,
Tristan H Lambert
2
,
Corinna S. Schindler
1
Publication type: Journal Article
Publication date: 2021-06-16
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 strategies for carbonyl-olefin metathesis reactions relying on stepwise, stoichiometric, or catalytic approaches. A comprehensive overview of currently available methods is provided starting with Paternò-Büchi cycloadditions between carbonyls and alkenes, followed by fragmentation of the resulting oxetanes, metal alkylidene-mediated strategies, [3 + 2]-cycloaddition approaches with strained hydrazines as organocatalysts, Lewis acid-mediated and Lewis acid-catalyzed strategies relying on the formation of intermediate oxetanes, and protocols based on initial carbon-carbon bond formation between carbonyls and alkenes and subsequent Grob-fragmentations. The Review concludes with an overview of applications of these currently available methods for carbonyl-olefin metathesis in complex molecule synthesis. Over the past eight years, the field of carbonyl-olefin metathesis has grown significantly and expanded from stoichiometric reaction protocols to efficient catalytic strategies for ring-closing, ring-opening, and cross carbonyl-olefin metathesis. The aim of this Review is to capture the status quo of the field and is expected to contribute to further advancements in carbonyl-olefin metathesis in the coming years.
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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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Albright H. et al. Carbonyl–Olefin Metathesis // Chemical Reviews. 2021. Vol. 121. No. 15. pp. 9359-9406.
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Albright H., Davis A. J., Gomez Lopez J. L., Vonesh H. L., Quach P. K., Lambert T. H., Schindler C. S. Carbonyl–Olefin Metathesis // Chemical Reviews. 2021. Vol. 121. No. 15. pp. 9359-9406.
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TY - JOUR
DO - 10.1021/acs.chemrev.0c01096
UR - https://doi.org/10.1021/acs.chemrev.0c01096
TI - Carbonyl–Olefin Metathesis
T2 - Chemical Reviews
AU - Vonesh, Hannah L
AU - Davis, Ashlee J
AU - Gomez Lopez, Jessica L
AU - Quach, Phong K
AU - Lambert, Tristan H
AU - Schindler, Corinna S.
AU - Albright, Haley
PY - 2021
DA - 2021/06/16 00:00:00
PB - American Chemical Society (ACS)
SP - 9359-9406
IS - 15
VL - 121
SN - 0009-2665
SN - 1520-6890
ER -
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BibTex
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@article{2021_Albright,
author = {Hannah L Vonesh and Ashlee J Davis and Jessica L Gomez Lopez and Phong K Quach and Tristan H Lambert and Corinna S. Schindler and Haley Albright},
title = {Carbonyl–Olefin Metathesis},
journal = {Chemical Reviews},
year = {2021},
volume = {121},
publisher = {American Chemical Society (ACS)},
month = {jun},
url = {https://doi.org/10.1021/acs.chemrev.0c01096},
number = {15},
pages = {9359--9406},
doi = {10.1021/acs.chemrev.0c01096}
}
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MLA
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Albright, Haley, et al. “Carbonyl–Olefin Metathesis.” Chemical Reviews, vol. 121, no. 15, Jun. 2021, pp. 9359-9406. https://doi.org/10.1021/acs.chemrev.0c01096.