Dual Palladium/Photoredox-Catalyzed Enantioselective and Regioselective Decarboxylative Hydroaminoalkylation of Allenes

Abstract

A dual palladium/photoredox-catalyzed regio- and enantioselective decarboxylative hydroaminoalkylation of allenes with amino acids is reported. This mild, redox-neutral, and atom-economic process allows access to a range of protected vinyl 1,2-amino ethers in good yields with high levels of branched and enantioselectivity, when alkoxyallenes were employed. Conversely, with alkyl- and aryl-substituted terminal allenes as the substrates, a linear-selective decarboxylative hydroaminoalkylation of allenes is realized in high regio- and E/Z selectivities with a Pd/rac-BINAP catalytic system.

Topics & Concepts