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Zirconium-Catalyzed Desymmetrization of Aminodialkenes and Aminodialkynes through Enantioselective Hydroamination
A Bioinspired Catalytic Oxygenase Cascade to Generate Complex Oxindoles
Abstract
Catalytic, selective, and controlled oxidative functionalization of C
H bonds using molecular oxygen as an oxidant remains highly desirable and equally challenging in the development of synthetic methodologies. Presented herein is a one-pot oxygenase cascade reaction wherein a copper(I)-catalyzed oxygenase reaction transforms the allylic methyl group in 3-methylidene oxindoles into an aldehyde, which then undergoes an aldol–oxa-Michael addition sequence with β-ketoesters to yield dihydrofuran-bearing oxindoles.
O2 cascades: The first one-pot oxygenase cascade is presented, wherein a copper-catalyzed oxygenase reaction transforms the allylic CH3 of 3-methylidene oxindole into an aldehyde, which then undergoes an aldol–oxa-Michael addition reaction with β-ketoesters to give dihydrofuran-bearing oxindoles.