Asymmetric Counteranion Directed Catalytic Heck/Tsuji–Trost Annulation of Aryl Iodides and 1,3-Dienes
Jiacheng Xu, Yi-Zhuo Yin, Zhi‐Yong Han
Abstract
A chiral anion-mediated asymmetric Heck/Tsuji-Trost reaction of aryl iodides and 1,3-dienes is presented. Chiral indoline derivatives could be afforded with remarkably higher yields and enantioselectivities than our previous chiral ligand-based method. Silver carbonate is employed as both base and halide scavenger to ensure fast and recyclable exchange of the catalytic amount of chiral anions. Fast salt metathesis, as well as the acceleration effect of the chiral anion, could both benefit the stereocontrol of the reaction.
Topics & Concepts
ChemistryArylCatalysisIndolineSalt (chemistry)Heck reactionHalideCombinatorial chemistryMedicinal chemistryOrganic chemistryPalladiumAlkylSynthetic Organic Chemistry MethodsAsymmetric Synthesis and CatalysisAsymmetric Hydrogenation and Catalysis