Nickel‐Catalyzed Allylmethylation of Alkynes with Allylic Alcohols and AlMe<sub>3</sub>: Facile Access to Skipped Dienes and Trienes
Wanfang Li, Shun Yu, Jincan Li, Yu Zhao
Abstract
Abstract We present herein an unprecedented allylative dicarbofunctionalization of alkynes with allylic alcohols. This simple catalytic procedure utilizes commercially available Ni(COD) 2 , triphenylphosphine, and inexpensive reagents, and delivers valuable skipped dienes and trienes with an all‐carbon tetrasubstituted alkene unit in a highly stereoselective fashion. Preliminary mechanistic studies support the reaction pathway of allylnickelation followed by transmetalation in this dicarbofunctionalization of alkynes.
Topics & Concepts
Allylic rearrangementNickelCatalysisChemistryOrganic chemistryMaterials scienceCombinatorial chemistryAsymmetric Synthesis and CatalysisCatalytic C–H Functionalization MethodsAsymmetric Hydrogenation and Catalysis