Organic Letters, volume 14, issue 24, pages 6302-6305
Iridium-Catalyzed Allylation of Chiral β-Stereogenic Alcohols: Bypassing Discrete Formation of Epimerizable Aldehydes
Publication type: Journal Article
Publication date: 2012-12-11
Journal:
Organic Letters
Quartile SCImago
Q1
Quartile WOS
Q1
Impact factor: 5.2
ISSN: 15237060, 15237052
Organic Chemistry
Biochemistry
Physical and Theoretical Chemistry
Abstract
The cyclometalated π-allyliridium 3,4-dinitro-C,O-benzoate complex modified by (R)- or (S)-Cl,MeO-BIPHEP promotes the transfer hydrogenative coupling of allyl acetate to β-stereogenic alcohols with good to excellent levels of catalyst-directed diastereoselectivity to furnish homoallylic alcohols. Remote electronic effects of the C,O-benzoate of the catalyst play a critical role in suppressing epimerization of the transient α-stereogenic aldehyde.
Top-30
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1 publication, 2.27%
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1 publication, 2.27%
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1 publication, 2.27%
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1 publication, 2.27%
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1 publication, 2.27%
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1 publication, 2.27%
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1 publication, 2.27%
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1 publication, 2.27%
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Citations by publishers
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20
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American Chemical Society (ACS)
19 publications, 43.18%
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Wiley
17 publications, 38.64%
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5 publications, 11.36%
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Elsevier
1 publication, 2.27%
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1 publication, 2.27%
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Autonomous Non-profit Organization Editorial Board of the journal Uspekhi Khimii
1 publication, 2.27%
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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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Schmitt D., Dechert Schmitt A. M. R., Krische M. J. Iridium-Catalyzed Allylation of Chiral β-Stereogenic Alcohols: Bypassing Discrete Formation of Epimerizable Aldehydes // Organic Letters. 2012. Vol. 14. No. 24. pp. 6302-6305.
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Schmitt D., Dechert Schmitt A. M. R., Krische M. J. Iridium-Catalyzed Allylation of Chiral β-Stereogenic Alcohols: Bypassing Discrete Formation of Epimerizable Aldehydes // Organic Letters. 2012. Vol. 14. No. 24. pp. 6302-6305.
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TY - JOUR
DO - 10.1021/ol3030692
UR - https://doi.org/10.1021/ol3030692
TI - Iridium-Catalyzed Allylation of Chiral β-Stereogenic Alcohols: Bypassing Discrete Formation of Epimerizable Aldehydes
T2 - Organic Letters
AU - Dechert Schmitt, Anne Marie R
AU - Schmitt, Daniel
AU - Krische, Michael J
PY - 2012
DA - 2012/12/11 00:00:00
PB - American Chemical Society (ACS)
SP - 6302-6305
IS - 24
VL - 14
SN - 1523-7060
SN - 1523-7052
ER -
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@article{2012_Schmitt,
author = {Anne Marie R Dechert Schmitt and Daniel Schmitt and Michael J Krische},
title = {Iridium-Catalyzed Allylation of Chiral β-Stereogenic Alcohols: Bypassing Discrete Formation of Epimerizable Aldehydes},
journal = {Organic Letters},
year = {2012},
volume = {14},
publisher = {American Chemical Society (ACS)},
month = {dec},
url = {https://doi.org/10.1021/ol3030692},
number = {24},
pages = {6302--6305},
doi = {10.1021/ol3030692}
}
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MLA
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Schmitt, Daniel, et al. “Iridium-Catalyzed Allylation of Chiral β-Stereogenic Alcohols: Bypassing Discrete Formation of Epimerizable Aldehydes.” Organic Letters, vol. 14, no. 24, Dec. 2012, pp. 6302-6305. https://doi.org/10.1021/ol3030692.