Alkenes serve as a key handle for further functionalization, thus methods of activation that provide both selectivity, and tolerance to substitution and functional groups are highly sought after. Metal hydride atom transfer (MHAT) has seen a high level of interest for this reason. It avoids issues that occur in other common alkene functionalization methods like hydrometallation and Bronsted acid conditions. MHAT, however, is limited in that it is a radical method of activation, requiring radical coupling partners and making enantioselectivity difficult due to no catalyst involvement in bond forming step. In radical polar crossover the alkyl radicals generated from MHAT are converted to an electrophilic species through oxidation, taking the selective and broad activation given from MHAT and opening it up to the wider set of polar coupling partners, while also allowing for enantioselectivity due to catalyst control in bond forming step.