A Bioinspired Catalytic Oxygenase Cascade to Generate Complex Oxindoles1. Issue 29 (30th May 2014)

• Record Type: Journal Article
• Authors: Wang, Yao; Bauer, Jonathan O.; Strohmann, Carsten; Kumar, Kamal
• Is Part Of: Angewandte Chemie international edition. Volume 53:Issue 29(2014)
• Page Start: 7514
• Page End: 7518
• Publication Date: 2014-05-30
• Subjects: Chemistry -- Periodicals; 540
• DOI: 10.1002/anie.201403415
• Languages: English
• ISSNs: 1433-7851

Abstract

<abstract abstract-type="main" xml:lang="en"> <title>Abstract</title> <p>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.</p> </abstract>