Angewandte Chemie - International Edition, volume 51, issue 31, pages 7830-7834
Enantioselective Carbonyl Propargylation by Iridium-Catalyzed Transfer Hydrogenative Coupling of Alcohols and Propargyl Chlorides
Publication type: Journal Article
Publication date: 2012-06-26
Quartile SCImago
Q1
Quartile WOS
Q1
Impact factor: 16.6
ISSN: 14337851, 15213773
General Chemistry
Catalysis
Abstract
It takes alkynes! Exposure of propargyl chlorides to primary benzylic alcohols in the presence of [Ir(cod){(R)-segphos}]OTf (cod = 1,5-cyclooctadiene, segphos = 5,5'-bis(diphenylphosphino)-4,4'-bi-1,3-benzodioxole, Tf = trifluoromethanesulfonyl) results in hydrogen exchange to give allenyliridium-aldehyde pairs that combine to form products of propargylation with high ee value (see scheme). The reaction can also be conducted using aldehydes.
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1 publication, 2.17%
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1 publication, 2.17%
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1 publication, 2.17%
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1 publication, 2.17%
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1 publication, 2.17%
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1 publication, 2.17%
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1 publication, 2.17%
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1 publication, 2.17%
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1 publication, 2.17%
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Citations by publishers
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Wiley
18 publications, 39.13%
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American Chemical Society (ACS)
16 publications, 34.78%
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Royal Society of Chemistry (RSC)
5 publications, 10.87%
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Elsevier
2 publications, 4.35%
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Shanghai Institute of Organic Chemistry
1 publication, 2.17%
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Springer Nature
1 publication, 2.17%
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Thieme
1 publication, 2.17%
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Autonomous Non-profit Organization Editorial Board of the journal Uspekhi Khimii
1 publication, 2.17%
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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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Woo S. K., Geary L. M., Krische M. J. Enantioselective Carbonyl Propargylation by Iridium-Catalyzed Transfer Hydrogenative Coupling of Alcohols and Propargyl Chlorides // Angewandte Chemie - International Edition. 2012. Vol. 51. No. 31. pp. 7830-7834.
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Woo S. K., Geary L. M., Krische M. J. Enantioselective Carbonyl Propargylation by Iridium-Catalyzed Transfer Hydrogenative Coupling of Alcohols and Propargyl Chlorides // Angewandte Chemie - International Edition. 2012. Vol. 51. No. 31. pp. 7830-7834.
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TY - JOUR
DO - 10.1002/anie.201203334
UR - https://doi.org/10.1002/anie.201203334
TI - Enantioselective Carbonyl Propargylation by Iridium-Catalyzed Transfer Hydrogenative Coupling of Alcohols and Propargyl Chlorides
T2 - Angewandte Chemie - International Edition
AU - Woo, Sang Kook
AU - Geary, Laina M.
AU - Krische, Michael J
PY - 2012
DA - 2012/06/26 00:00:00
PB - Wiley
SP - 7830-7834
IS - 31
VL - 51
SN - 1433-7851
SN - 1521-3773
ER -
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@article{2012_Woo,
author = {Sang Kook Woo and Laina M. Geary and Michael J Krische},
title = {Enantioselective Carbonyl Propargylation by Iridium-Catalyzed Transfer Hydrogenative Coupling of Alcohols and Propargyl Chlorides},
journal = {Angewandte Chemie - International Edition},
year = {2012},
volume = {51},
publisher = {Wiley},
month = {jun},
url = {https://doi.org/10.1002/anie.201203334},
number = {31},
pages = {7830--7834},
doi = {10.1002/anie.201203334}
}
Cite this
MLA
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Woo, Sang Kook, et al. “Enantioselective Carbonyl Propargylation by Iridium-Catalyzed Transfer Hydrogenative Coupling of Alcohols and Propargyl Chlorides.” Angewandte Chemie - International Edition, vol. 51, no. 31, Jun. 2012, pp. 7830-7834. https://doi.org/10.1002/anie.201203334.