Jung, Sunhwa Yoon, Seungri Lee, Jae Kyun Min, Sun-Joon 2024-01-19T11:03:44Z 2024-01-19T11:03:44Z 2022-10-13 2022-09 2470-1343 https://pubs.kist.re.kr/handle/201004/114569 Stereoselective synthesis of C-4-substituted benzo[a]-quinolizidines via redox-controlled catalytic C-C-bond-forming reactions was carried out. Aerobic DDQ-catalyzed allylation of N-Cbz tetrahydroisoquinolines efficiently provided alpha-allylated products 5, which were transformed to enones 6 via cross-metathesis reactions using the second-generation Hoveyda-Grubbs catalyst. Palladium-catalyzed hydrogenation of 6 prompted alkene reduction, protecting group removal, and intramolecular reductive amination in one step to afford the desired benzo[a]quinolizidines 7 as single diastereomers. English ACS Publications Stereoselective Synthesis of Benzo[a]quinolizidines via Aerobic DDQ-Catalyzed Allylation and Reductive Cyclization Article 10.1021/acsomega.2c04154 1 ACS OMEGA, v.7, no.36, pp.32562 - 32568 ACS OMEGA 7 36 32562 32568 Y scie scopus 000862831300001 Chemistry, Multidisciplinary Chemistry Article SELECTIVE OXIDATION ASYMMETRIC-SYNTHESIS SODIUM-NITRITE TETRABENAZINE TETRAHYDROISOQUINOLINES DEPROTECTION ALCOHOLS SYSTEM OXYGEN OXIDE