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Catalytic Asymmetric Allylic Amination with Isatins, Sulfonamides, Imides, Amines, and <i>N</i>-Heterocycles

Ciarán C. Lynch, Kaluvu Balaraman, Christian Wolf

2020Organic Letters28 citationsDOIOpen Access PDF

Abstract

A generally useful palladium-catalyzed method for the asymmetric allylic amination with a large variety of isatins, sulfonamides, imides, amines, and N-heterocycles is introduced. A single protocol with a readily available catalyst accomplishes this reaction at room temperature with high yields and enantioselectivities often exceeding 90%, which is demonstrated with 31 examples.

Topics & Concepts

AminationChemistryAllylic rearrangementCatalysisPalladiumOrganic chemistryCombinatorial chemistryAsymmetric Synthesis and CatalysisAsymmetric Hydrogenation and CatalysisSynthetic Organic Chemistry Methods