Asymmetric Ketoalkylation/Rearrangement of Alkyenlfurans via Synergistic Photoredox/Brønsted Acid Catalysis
Jie Wei, Yurong Tang, Qian Yang, Hongxiang Li, Dong‐Xian He, Yunfei Cai
Abstract
An enantioselective three-component rearrangement of alkenylfurans with various cycloalkyl silyl peroxides and anilines has been developed by merging photoredox catalysis with chiral Brønsted acid catalysis. This protocol provides expedient access to a broad spectrum of ketoalkyl-functionalized 4-aminocyclopentenones in high yields with excellent enantio- and diastereoselectivities. Diverse functional groups can be introduced via facile product derivations.
Topics & Concepts
ChemistryBrønsted–Lowry acid–base theoryCatalysisEnantioselective synthesisCombinatorial chemistryPhotoredox catalysisSilylationBroad spectrumOrganic chemistryPhotocatalysisOxidative Organic Chemistry ReactionsRadical Photochemical ReactionsCatalytic C–H Functionalization Methods