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Assembly of Heterocyclic C-Glycosides by Ru-Catalyzed C-H Activation/Cyclization with Carbonyl Sulfoxonium Ylide Glyco-Reagents. | LitMetric

Assembly of Heterocyclic C-Glycosides by Ru-Catalyzed C-H Activation/Cyclization with Carbonyl Sulfoxonium Ylide Glyco-Reagents.

Org Lett

The Zhongzhou Laboratory for Integrative Biology, State Key Laboratory of Antiviral Drugs, School of Pharmacy, Henan University, Kaifeng, Henan 475004, China.

Published: June 2024

AI Article Synopsis

  • New glyco-reagents based on carbonyl sulfoxonium ylides have been created for synthesizing C-glycosides, which are versatile molecules featuring sugar units.
  • The synthesis process uses a Ru-catalyzed strategy that involves C-H activation/annulation and can handle various types of sugar donors.
  • This advancement allows for more effective stereoselective production of complex heterocyclic C-glycosides and can be applied to large-scale manufacturing or modifications of natural products and pharmaceuticals.

Article Abstract

New carbonyl sulfoxonium ylide glyco-reagents have been developed, enabling the synthesis of versatile heteroarene C-glycosides through a Ru-catalyzed C-H activation/annulation strategy. These reactions tolerate various saccharide donors and represent a significant advance in the stereoselective synthesis of heterocyclic C-glycosides. Furthermore, the strategy and methods could be applied to large-scale reactions and late-stage modifications of some structurally complex natural products or drugs.

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Source
http://dx.doi.org/10.1021/acs.orglett.4c01287DOI Listing

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