The expeditious synthesis of selectively substituted amines is important for the assembly of key building blocks for synthetic and medicinal chemists. Hydroaminoalkylation (Fig. 1) has emerged as an alternative and complementary disconnection strategy for the preparation of α- and β-alkylated amines, commonly targeted using palladium catalyzed approaches. Using simple secondary amines and unactivated alkenes as starting materials, architecturally complex secondary amines can be diastereoselectively assembled in one catalytic transformation. <i>N,O</i>-chelated early transition metal complexes have been developed for this 100% atom-economic transformation that avoids the installation of directing or protecting groups and also eliminates the need for co-catalysts, additives or external oxidants. Advances in catalyst development, substrate scope and mechanistic understanding will be presented.

Catalytic α-C–H alkylation of secondary amines: No directing auxiliary? No problem

254th National Meeting (2017)

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