Brønsted Acid‐Promoted Diastereoselective [4+1] Cyclization Reaction of Enamides and Sulfoxonium Ylides
Nan Luo, Zhenzhen Zhan, Zihui Ban, Guoqiang Lu, Jianping He, Fangpeng Hu, Guosheng Huang
Abstract
Abstract A metal‐free synthesis of trisubstituted trans‐oxazolines using enamides and sulfoxonium ylides was developed in this study. A [4+1] cyclization reaction was realized by the formation of C−C and C−O bonds under mild conditions, wherein the reaction was catalyzed by HClO 4 . This strategy produced trans‐oxazolines in good yields with considerable diastereoselective control and is sufficient for large‐scale synthesis. magnified image
Topics & Concepts
ChemistryBrønsted–Lowry acid–base theoryCatalysisReaction conditionsCombinatorial chemistryMetalOrganic chemistryMedicinal chemistrySynthesis and Catalytic ReactionsCatalytic C–H Functionalization MethodsCyclopropane Reaction Mechanisms