Copper-Catalyzed Cascade Aminoalkynylation-Oxidation of Propargylic Alcohols: Stereospecific Synthesis of ( Z)-2-Amino Conjugated Enynals/Enynones.

Copper-catalyzed cascade aminoalkynylation-oxidation of propargylic alcohols has been realized, sterospecifically providing an array of ( Z)-2-amino conjugated enynals/enynones in good yields under mild conditions. This transformation involves a rare 1,3-alkynyl migration of propargylic alcohols and simultaneously forms C-C, C-N, and C═O bonds. Furthermore, ( Z)-2-amino conjugated enynals were applied to efficiently synthesize 3,5-disubstituted-1 H-pyrrole-2-carbaldehyde and conjugated enynol derivatives.