De‐epimerization of Monosaccharides by Dynamic Kinetic Resolution: Ligand‐Controlled Synthesis of O‐Aryl‐Glycosides through Copper‐Catalyzed Cross‐Coupling.

  • Published In: Advanced Synthesis & Catalysis, 2024, v. 366, n. 5. P. 1144 1 of 3

  • Database: Academic Search Ultimate 2 of 3

  • Authored By: Liu Hou, Tian‐Yang; Li, Yi‐Xian; Jia, Yue‐Mei; Yu, Chu‐Yi 3 of 3

Abstract

We report a strategy for stereoselective O‐aryl‐glycoside synthesis by copper‐catalyzed cross‐coupling of a variety of anomeric sugars and (hetero)aromatic iodides. Stereocontrol of the α/β selectivity can be successfully realized by slight structural modifications of the oxalic diamide ligands. Mechanistic studies indicated a dynamic kinetic resolution (DKR) reaction mechanism controlled by the ligand structures. This reaction could be performed on gram scale, and has also been applied to the synthesis of some natural products. [ABSTRACT FROM AUTHOR]

Additional Information

  • Source:Advanced Synthesis & Catalysis. 2024/03, Vol. 366, Issue 5, p1144
  • Document Type:Article
  • Subject Area:Health and Medicine
  • Publication Date:2024
  • ISSN:1615-4150
  • DOI:10.1002/adsc.202300997
  • Accession Number:175946585
  • Copyright Statement:Copyright of Advanced Synthesis & Catalysis is the property of Wiley-Blackwell and its content may not be copied or emailed to multiple sites without the copyright holder's express written permission. Additionally, content may not be used with any artificial intelligence tools or machine learning technologies. However, users may print, download, or email articles for individual use. This abstract may be abridged. No warranty is given about the accuracy of the copy. Users should refer to the original published version of the material for the full abstract. (Copyright applies to all Abstracts.)

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