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A 1,4‐Palladium Migration/Heck Sequence with Unactivated Alkenes: Stereoselective Synthesis of Trisubstituted 1,3‐Dienes

Ze‐Jian Xue, Mengyao Li, Bin‐Bin Zhu, Zhi‐Tao He, Chen‐Guo Feng, Guo‐Qiang Lin

2021Advanced Synthesis & Catalysis26 citationsDOI

Abstract

Abstract The palladium‐catalyzed cross‐coupling of ortho ‐vinyl aromatic bromides and olefins was achieved through a controllable 1,4‐palladium migration/Heck cascade protocol. The reaction represents a mild, efficient and highly stereoselective method for the synthesis of trisubstituted 1,3‐dienes, especially for triaryl‐substituted ones. magnified image

Topics & Concepts

ChemistryStereoselectivityPalladiumHeck reactionOrganic chemistrySequence (biology)CascadeCombinatorial chemistryCatalysisBiochemistryChromatographyCatalytic C–H Functionalization MethodsCatalytic Cross-Coupling ReactionsRadical Photochemical Reactions
A 1,4‐Palladium Migration/Heck Sequence with Unactivated Alkenes: Stereoselective Synthesis of Trisubstituted 1,3‐Dienes | Litcius