Expanding the Scope of C -Glycoside Synthesis from Unstable Organolithium Reagents Using Flow Microreactors.
Hiromichi V MiyagishiYusuke KimuroYosuke AshikariAiichiro NagakiPublished in: Organic letters (2024)
C -glycosides are versatile scaffolds for drugs and bioactive compounds. The common organolithium-based synthesis of C -glycosides is limited by low reaction temperatures and a restricted substrate scope. To address these issues, a flow microreactor (FMR) was utilized for rapid mixing and precise temperature control, enabling C -glycoside synthesis at temperatures up to 40 °C and expanding the substrate scope. Continuous C -glycoside synthesis was achieved with a throughput of 21.9 g h -1 , demonstrating the industrial potential of FMRs.