Chemistry Letters, volume 37, issue 11, pages 1102-1107

Formation of C–C Bonds via Ruthenium-catalyzed Transfer Hydrogenation: Carbonyl Addition from the Alcohol or Aldehyde Oxidation Level

Publication typeJournal Article
Publication date2008-11-05
Quartile SCImago
Q2
Quartile WOS
Q4
Impact factor1.6
ISSN03667022, 13480715
General Chemistry
Abstract
Under the conditions of ruthenium catalyzed transfer hydrogenation employing isopropanol as terminal reductant, π-unsaturated compounds (1,3-dienes, allenes, 1,3-enynes and alkynes) reductively couple to aldehydes to furnish products of carbonyl addition. In the absence of isopropanol, π-unsaturated compounds couple directly from the alcohol oxidation level to form identical products of carbonyl addition. Such "alcohol-unsaturate C-C couplings" enable carbonyl allylation, propargylation and vinylation from the alcohol oxidation level in the absence of stoichiometric organometallic reagents or metallic reductants. Thus, direct catalytic C-H functionalization of alcohols at the carbinol carbon is achieved.

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Shibahara F. et al. Formation of C–C Bonds via Ruthenium-catalyzed Transfer Hydrogenation: Carbonyl Addition from the Alcohol or Aldehyde Oxidation Level // Chemistry Letters. 2008. Vol. 37. No. 11. pp. 1102-1107.
GOST all authors (up to 50) Copy
Shibahara F., Shibahara F., Krische M. J., Krische M. J. Formation of C–C Bonds via Ruthenium-catalyzed Transfer Hydrogenation: Carbonyl Addition from the Alcohol or Aldehyde Oxidation Level // Chemistry Letters. 2008. Vol. 37. No. 11. pp. 1102-1107.
RIS |
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RIS Copy
TY - JOUR
DO - 10.1246/cl.2008.1102
UR - https://doi.org/10.1246/cl.2008.1102
TI - Formation of C–C Bonds via Ruthenium-catalyzed Transfer Hydrogenation: Carbonyl Addition from the Alcohol or Aldehyde Oxidation Level
T2 - Chemistry Letters
AU - Shibahara, Fumitoshi
AU - Krische, Michael J.
AU - Shibahara, Fumitoshi
AU - Krische, Michael J
PY - 2008
DA - 2008/11/05 00:00:00
PB - The Chemical Society of Japan
SP - 1102-1107
IS - 11
VL - 37
SN - 0366-7022
SN - 1348-0715
ER -
BibTex |
Cite this
BibTex Copy
@article{2008_Shibahara,
author = {Fumitoshi Shibahara and Michael J. Krische and Fumitoshi Shibahara and Michael J Krische},
title = {Formation of C–C Bonds via Ruthenium-catalyzed Transfer Hydrogenation: Carbonyl Addition from the Alcohol or Aldehyde Oxidation Level},
journal = {Chemistry Letters},
year = {2008},
volume = {37},
publisher = {The Chemical Society of Japan},
month = {nov},
url = {https://doi.org/10.1246/cl.2008.1102},
number = {11},
pages = {1102--1107},
doi = {10.1246/cl.2008.1102}
}
MLA
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MLA Copy
Shibahara, Fumitoshi, et al. “Formation of C–C Bonds via Ruthenium-catalyzed Transfer Hydrogenation: Carbonyl Addition from the Alcohol or Aldehyde Oxidation Level.” Chemistry Letters, vol. 37, no. 11, Nov. 2008, pp. 1102-1107. https://doi.org/10.1246/cl.2008.1102.
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