Organic Letters, Journal Year: 2024, Volume and Issue: unknown
Published: Dec. 5, 2024
A regiodivergent strategy for the asymmetric diversity-oriented synthesis of spirooxindoles via organocatalytic cascade reactions is developed. Two regioselective pathways can be precisely controlled with different aminocatalysts in reaction 2-hydroxycinnamaldehydes and β,β-disubstituted 3-alkylidene oxindoles. The vinylogous Michael/oxa-Michael/aldol gave spiro-bridged oxindoles bearing two adjacent quaternary stereocenters, while oxa-Michael/Michael spirooxindoles. Moreover, during synthetic application studies, an acid-catalyzed rearrangement was found to yield biologically important
Language: Английский