Gold-Catalyzed Intermolecular Hydroamination of Allenes with Arylamines and Resulting High Chirality Transfer

Au contraire! Contrary to the relatively well-studied metal-catalyzed intramolecular hydroamination of allenes, the intermolecular reaction is rare and is here accomplished with a gold(III) catalyst. Aryl amines 2 react with chiral allenes 1 in the presence of AuBr3 at ambient temperature to produce chiral allylamines 3 (Ar=Ph; o-, m-, p-CH3C6H4) in good yields with high ee values.