Asymmetric [2+2] photocycloaddition <i>via</i> charge transfer complex for the synthesis of tricyclic chiral ethers
Ana M. Martínez-Gualda, Pablo Domingo‐Legarda, Thomas Rigotti, Sergio Díaz‐Tendero, Alberto Fraile, José Alemán
Abstract
The asymmetric synthesis of chiral polycyclic ethers by an intramolecular [2+2] photocycloaddition is described. This process proceeded through a photocatalytically active iminium ion-based charge transfer (CT) complex under visible light irradiation. In this way a stereocontrolled [2+2] photocycloaddition is enabled leading to tricyclic products with good enantiomeric ratios.
Topics & Concepts
TricyclicChemistryCharge (physics)Combinatorial chemistryStereochemistryComputational chemistryPhysicsQuantum mechanicsOxidative Organic Chemistry ReactionsRadical Photochemical ReactionsCatalytic C–H Functionalization Methods