Primary tert- and sec-Allylamines via Palladium-Catalyzed Hydroamination and Allylic Substitution with Hydrazine and Hydroxylamine Derivatives.
Amines of control: Palladium-catalyzed reactions of hydrazine and hydroxylamine derivatives with dienes and allylic esters form products from CN bond formation at the more substituted position of the allyl intermediate with a broad range of ligands on palladium (see scheme; X=NCPh2 or OR; Ac=acetyl). These reactions provide a route to highly substituted primary amines by facile cleavage of the NO and NN bonds.
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