ε-Benzylation via Cooperative Photoredox and N-Heterocyclic Carbene Catalysis
Yuanyuan Xu, Lei Dai, Zhong‐Hua Gao, Song Ye
Abstract
The ε-benzylation of γ-alkenyl-γ-oxidized enals via dual photoredox and N-heterocyclic carbene catalysis has been developed, affording the corresponding ε-benzyl-α,β-γ,δ-bisunsaturated esters in moderate to good yields with exclusive regioselectivities. The reaction is proposed via the generation of benzyl radical under photocatalysis, followed by its addition to an NHC-bound trienolate intermediate.
Topics & Concepts
ChemistryCarbeneCatalysisPhotocatalysisPhotoredox catalysisCombinatorial chemistryPhotochemistryMedicinal chemistryOrganic chemistryN-Heterocyclic Carbenes in Organic and Inorganic ChemistryCatalytic Cross-Coupling ReactionsRadical Photochemical Reactions