Selective Synthesis of <i>Z</i>‐Cinnamyl Ethers and Cinnamyl Alcohols through Visible Light‐Promoted Photocatalytic <i>E</i> to <i>Z</i> Isomerization
Heng-Chao Li, Hang Chen, Yang Zhou, Jin Huang, Jundan Yi, Hongcai Zhao, Wei Wang, Lin‐Hai Jing
Abstract
A photocatalytic E to Z isomerization of alkenes using an iridium photosensitizer under mild reaction conditions is disclosed. This method provides scalable and efficient access to Z-cinnamyl ether and allylic alcohol derivatives in high yields with excellent stereoselectivity. Importantly, this method also provides a powerful strategy for the selective synthesis of Z-magnolol and honokiol derivatives possessing potential biological activity.
Topics & Concepts
Cinnamyl alcoholChemistryIsomerizationPhotosensitizerStereoselectivityAllylic rearrangementSilyl etherPhotocatalysisIridiumEtherPhotochemistryOrganic chemistryCatalysisCinnamaldehydeSilylationOxidative Organic Chemistry ReactionsMagnolia and Illicium researchChemical Synthesis and Reactions