Photoredox/Nickel Dual-Catalytic Asymmetric Silylarylation of Alkenes
Qiyang Yuan, Zhengrong Deng, Yi Wan, Yongqiang Zhang
Abstract
The efficient construction of chiral aryl-containing organosilicon frameworks via catalytic enantioselective three-component silylarylation of alkenes remains a great challenge. Herein, a photoredox/nickel dual-catalytic asymmetric protocol has been disclosed by using a chiral biimidazoline (BiIM) as the ligand, silylboranes as the silyl radical precursors, aryl bromides as the coupling partners, and morpholine as the promoter. Remarkably, the reaction features mild and green conditions, high reaction efficiency, and excellent enantioselectivity, enabling the facile synthesis of valuable chiral tropic acid and sila-isoflavanone structures.
Topics & Concepts
ChemistryOrganosiliconCatalysisArylEnantioselective synthesisNickelMorpholineCombinatorial chemistryLigand (biochemistry)SilylationOrganic chemistryReceptorBiochemistryAlkylRadical Photochemical ReactionsSulfur-Based Synthesis TechniquesCatalytic C–H Functionalization Methods