Enantioselective Synthesis of 4‑Aminotetrahydroquinolines via 1,2-Reductive Dearomatization of Quinolines and Copper(I) Hydride-Catalyzed Asymmetric Hydroamination

• Published in: Organic letters Vol. 21; no. 13; pp. 5357 - 5362
• Main Authors: Xu-Xu, Qing-Feng, Zhang, Xiao, You, Shu-Li
• Format: Journal Article
• Language: English
• Published: WASHINGTON American Chemical Society 05.07.2019; Amer Chemical Soc
• Subjects: alkenes; catalytic activity; chemical reactions; chemical structure; Chemistry; Chemistry, Organic; copper; enantioselective synthesis; enantioselectivity; Physical Sciences; quinolines; Science & Technology; FORMAL HYDROAMINATION; ALKENES; ACID; REAGENTS; AMINES; TETRAHYDROQUINOLINES; TRANSFER HYDROGENATION; STEP; POVAROV REACTION; HYDROXYLAMINE ESTERS

A 1,2-reductive dearomatization of quinolines and copper­(II) acetate monohydrate/(R,R)-Ph-BPE/P­(p-tolyl)3-catalyzed enantioselective hydroamination sequence was developed, affording diverse 4-amino-1,2,3,4-tetrahydroquinolines with high levels of enantioselectivity in either a stepwise or one-pot...