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Synthesis of Enantiomerically Enriched 3-Amino-2-oxindoles through a Palladium-Mediated Asymmetric Intramolecular Arylation of α-Ketimino Amides

Organic LettersPublished 4 September 2012
Päivi Tolstoy, S.X.Y. Lee, Christof Sparr, Steven V. Ley
Citations49
SJR quartileQ1
SJR score1.24
SNIP1.03

TL;DR

This report constitutes the first enantioselective palladium-catalyzed arylation of ketimines, using (R)-DiFluorPhos as the coordinating ligand.

Abstract

A highly efficient and enantioselective synthesis of 3-amino-2-oxindoles through a palladium-catalyzed asymmetric intramolecular arylation of α-ketimino amides using (R)-DiFluorPhos as the coordinating ligand is reported. This report constitutes the first enantioselective palladium-catalyzed arylation of ketimines.

Keywords

Chemistry