Abstract
An efficient and straightforward approach to allylaluminum reagent synthesis through Cu-catalyzed hydroalumination of readily accessible allenes with diisobutylaluminum hydride is described. The N-heterocyclic carbene-based copper complex promotes hydride addition to various functionalized allenes under mild reaction conditions. The catalytic reaction is applied to a highly selective one-pot synthesis of allylic ketones with α-tertiary and α-quaternary centers through tandem nucleophilic addition of in situ-generated allylaluminums to aldehydes/Oppenauer oxidation.
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