Visible-Light-Promoted Desulfurization to Synthesize Deoxyglycosides.

J Org Chem

Key Laboratory of Material Chemistry for Energy Conversion and Storage, Ministry of Education, School of Chemistry and Chemical Engineering, Huazhong University of Science and Technology, Wuhan 430074, P. R. China.

Published: July 2023

AI Article Synopsis

  • This study introduced a new method for synthesizing deoxysugars, specifically 1-deoxyglycose and various forms of deoxyglycosides, using visible light.
  • The visible-light-promoted desulfurization technique uses a lower-powered blue LED (20 W) instead of the high-powered UV light (500 W mercury lamp), making it more accessible and easier to implement.
  • By using this visible light method, the reaction occurs under milder conditions and minimizes undesired side reactions commonly associated with UV light desulfurization.

Article Abstract

In this study, we have successfully applied a visible-light-promoted desulfurization method to the synthesis of deoxysugars, especially 1-deoxyglycose, 2,4-deoxyglycosides, and 2-deoxyglycosides with exclusive α-configuration. Compared to the reported desulfurization under UV light (500 W mercury lamp), this desulfurization under visible light (20 W blue LED) is easy to operate since it does not require a dedicated photochemical reactor, occurs under very mild conditions, and is able to avoid many of the side reactions that often occur during the UV-induced desulfurization.

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http://dx.doi.org/10.1021/acs.joc.3c00046DOI Listing

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  • This study introduced a new method for synthesizing deoxysugars, specifically 1-deoxyglycose and various forms of deoxyglycosides, using visible light.
  • The visible-light-promoted desulfurization technique uses a lower-powered blue LED (20 W) instead of the high-powered UV light (500 W mercury lamp), making it more accessible and easier to implement.
  • By using this visible light method, the reaction occurs under milder conditions and minimizes undesired side reactions commonly associated with UV light desulfurization.
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