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

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journal contribution
posted on 29.08.2018, 15:38 by Jiaqiong Sun, Guangfan Zheng, Yongmei Fu, Lihong Wang, Yan Li, Qian Zhang
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-1H-pyrrole-2-carbaldehyde and conjugated enynol derivatives.