AgOTf/I<sub>2</sub>-Mediated Cyclization/Cross-Coupling/Isomerization of Enynones with Phosphorus Ylides: An Expedient Route to Stereoselective Synthesis of (<i>E</i>)-2-Alkenylfurans
Ling Tang, Yangyi Zhang, Guisheng Deng
Abstract
Ag(I)-catalyzed cascade reactions involving enynone cyclization and cross-coupling with phosphorus ylides have been achieved for the first time. Subsequent treatment of the reaction mixture with I2 afforded the corresponding (E)-α-alkenylfurans in 73–95% yields with excellent stereoselectively. A reasonable mechanism has been proposed.
Topics & Concepts
IsomerizationStereoselectivityCascadePhosphorusChemistryCoupling (piping)CatalysisCoupling reactionMedicinal chemistryStereochemistryOrganic chemistryMaterials scienceChromatographyMetallurgyCyclopropane Reaction MechanismsCatalytic Alkyne ReactionsCatalytic C–H Functionalization Methods