Ph<sub>3</sub>P═O-Catalyzed Reductive Deoxygenation of Alcohols

Reductive deoxygenation of alcohols is particularly challenging because of the high bond dissociation energy of the C-OH bond and the poor leaving ability of the hydroxyl group. Herein we describe a Ph<sub>3</sub>P═O-catalyzed reductive deoxygenation of benzyl alcohols with PhSiH<sub>3</sub> under an air atmosphere within 30 min of reaction time. The use of catalytic loading of Ph<sub>3</sub>P═O enhances the practicality of this protocol.

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Publication Details

Journal
The Journal of Organic Chemistry
Published
2024-10-11
DOI
https://doi.org/10.1021/acs.joc.4c01847
Citations
7
Primary Topic
Asymmetric Hydrogenation and Catalysis
Type
article
Field-Weighted Citation Impact
1.11

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article

Ph3P═O-Catalyzed Reductive Deoxygenation of Alcohols

Yu Sun, Jin‐Hong Lin, Ji‐Chang Xiao, Qiang Li et al.
7 citations
The Journal of Organic Chemistry
Asymmetric Hydrogenation and Catalysis
1.11
article

Ph3P═O-Catalyzed Reductive Deoxygenation of Alcohols

Yu Sun, Jin‐Hong Lin, Ji‐Chang Xiao, Qiang Li, Mu-Xian Fu
article en
7 citations

Abstract

Reductive deoxygenation of alcohols is particularly challenging because of the high bond dissociation energy of the C-OH bond and the poor leaving ability of the hydroxyl group. Herein we describe a Ph<sub>3</sub>P═O-catalyzed reductive deoxygenation of benzyl alcohols with PhSiH<sub>3</sub> under an air atmosphere within 30 min of reaction time. The use of catalytic loading of Ph<sub>3</sub>P═O enhances the practicality of this protocol.

The Journal of Organic ChemistryVol. 89(21)
Shanghai University (CN), Shanghai Institute of Organic Chemistry (CN), Innovative Research (United States) (US), University of Chinese Academy of Sciences (CN)
National Natural Science Foundation of China, Science and Technology Commission of Shanghai Municipality, National Key Research and Development Program of China
Zero hunger
Openalex Percentile: Top 25%
Asymmetric Hydrogenation and Catalysis
1.11
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