Enantioselective Three‐Component Coupling of Heteroarenes, Cycloalkenes and Propargylic Acetates
Shenghan Teng, Yonggui Robin, Jianrong Steve Zhou
Abstract
Abstract Asymmetric coupling proceeds efficiently between propargylic acetates, cycloalkenes and electron‐rich heteroarenes including indoles, pyrroles, activated furans and thiophenes. 2,3‐Disubstituted tetrahydrofurans and pyrrolidines are produced in trans configuration and excellent enantiomeric ratios. The reaction proceeds via Wacker‐type attack of nucleophilic heteroarenes on alkenes activated by allenyl Pd II species.
Topics & Concepts
ChemistryEnantioselective synthesisNucleophileMedicinal chemistryPyrroleEnantiomerCoupling (piping)Organic chemistryCatalysisMaterials scienceMetallurgyCatalytic C–H Functionalization MethodsCatalytic Alkyne ReactionsSynthesis of Indole Derivatives