Metal-catalyzed reductive alkylation of alkenes: From copper to alternative catalysts

In recent years, transition metal-catalyzed reductive alkylation of alkenes has gained attention due to its ability to circumvent the use of unstable organometallic reagents by generating reactive intermediates in situ from stable precursors with enhanced reaction safety and efficiency. This review provides an overview of recent advancements in copper-catalyzed reductive alkylation of alkenes, with a particular focus on the use of hydrosilanes and diborons as stoichiometric reducing agents. Key topics include mechanistic insights, strategies for controlling regio- and stereoselectivity in both intra- and intermolecular alkylation reactions, and innovative catalyst designs for selective product synthesis. Emerging trends such as radical-mediated transformations and contributions from alternative first-row transition metals including nickel and iron are also discussed.