Hydrogenation of Sugar Enol-Ethers Using Pd/Et<sub>3</sub>SiH Reagent System: A Route to Deoxy Sugars/Glycosides

We have developed a hydrogenation method using Pd(OAc)<sub>2</sub>/Et<sub>3</sub>SiH as a reagent system for sugar enol ethers and their glycosides. This approach is highly effective and applicable to a wide range of glycals and glycosides, achieving yields up to 96% for the corresponding deoxy sugars. Applying standard conditions to various O/C-glycosides resulted in excellent transformation to 2,3-dideoxy glycosides.

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Publication Details

Journal
The Journal of Organic Chemistry
Published
2024-12-16
DOI
https://doi.org/10.1021/acs.joc.4c02031
Citations
2
Primary Topic
Carbohydrate Chemistry and Synthesis
Type
article
Field-Weighted Citation Impact
0.50

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article

Hydrogenation of Sugar Enol-Ethers Using Pd/Et3SiH Reagent System: A Route to Deoxy Sugars/Glycosides

Ram Pratap Pandey, Nazar Hussain, Bindu Tiwari
2 citations
The Journal of Organic Chemistry
Carbohydrate Chemistry and Synthesis
0.50
article

Hydrogenation of Sugar Enol-Ethers Using Pd/Et3SiH Reagent System: A Route to Deoxy Sugars/Glycosides

Ram Pratap Pandey, Nazar Hussain, Bindu Tiwari
article en
2 citations

Abstract

We have developed a hydrogenation method using Pd(OAc)<sub>2</sub>/Et<sub>3</sub>SiH as a reagent system for sugar enol ethers and their glycosides. This approach is highly effective and applicable to a wide range of glycals and glycosides, achieving yields up to 96% for the corresponding deoxy sugars. Applying standard conditions to various O/C-glycosides resulted in excellent transformation to 2,3-dideoxy glycosides.

The Journal of Organic ChemistryVol. 90(1)
Institute of Medical Sciences (IN), Banaras Hindu University (IN)
Department of Science and Technology, Ministry of Science and Technology, India, Banaras Hindu University, Science and Engineering Research Board
Clean water and sanitation
Openalex Percentile: Top 37%
Carbohydrate Chemistry and Synthesis
0.50
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