Issue 27, 2024

Palladium-catalyzed enantioselective umpolung allylation of amido-tethered allylic carbonates with isatin-derived ketimines

Abstract

A palladium-catalyzed enantioselective umpolung allylation reaction of amido-tethered allyl carbonates with N-2,2,2-trifluoroethylisatin ketimines has been realized herein. The reaction worked well under mild reaction conditions to give various chiral oxindole derivatives in moderate to excellent yields with high enantioselectivities. Notably, this work represents the first Pd-catalyzed asymmetric umpolung allylation reaction of N-2,2,2-trifluoroethylisatin ketimines.

Graphical abstract: Palladium-catalyzed enantioselective umpolung allylation of amido-tethered allylic carbonates with isatin-derived ketimines

Supplementary files

Article information

Article type
Communication
Submitted
05 Jan 2024
Accepted
04 Mar 2024
First published
05 Mar 2024

Chem. Commun., 2024,60, 3729-3732

Palladium-catalyzed enantioselective umpolung allylation of amido-tethered allylic carbonates with isatin-derived ketimines

L. Wang, M. Lu, K. Li, S. Yang, L. Wang and H. Guo, Chem. Commun., 2024, 60, 3729 DOI: 10.1039/D4CC00060A

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