<p>The unique properties of stereogenic sulfur centres make sulfoxides highly valuable in medicinal chemistry, organic synthesis and other fields. Axially chiral sulfoxides are a class of complex organosulfur compounds with promising applications, but their synthesis remains challenging. Here we report a streamlined synthetic strategy for axially chiral sulfoxides. By leveraging the combination of rationally designed reagents and tailored catalytic systems, the method simultaneously establishes chiral sulfoxide and axial chirality in a single reaction step. This method was applied to a wide variety of substrates and resulted in products with broad functionality. The sulfinylation reaction was studied through a series of mechanistic experiments. This study provides a route to chiral sulfoxides with underexplored functionalities for potential future applications.</p><p></p>

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Enantioselective organocatalytic construction of axially chiral sulfoxides

  • Yu Chang,
  • Guojie Zhou,
  • Da Xu,
  • Pengfei Wang,
  • Wenling Qin,
  • Hailong Yan

摘要

The unique properties of stereogenic sulfur centres make sulfoxides highly valuable in medicinal chemistry, organic synthesis and other fields. Axially chiral sulfoxides are a class of complex organosulfur compounds with promising applications, but their synthesis remains challenging. Here we report a streamlined synthetic strategy for axially chiral sulfoxides. By leveraging the combination of rationally designed reagents and tailored catalytic systems, the method simultaneously establishes chiral sulfoxide and axial chirality in a single reaction step. This method was applied to a wide variety of substrates and resulted in products with broad functionality. The sulfinylation reaction was studied through a series of mechanistic experiments. This study provides a route to chiral sulfoxides with underexplored functionalities for potential future applications.