Rhodium-Catalyzed Enantioselective 1,4-Addition of Arylboronic Acids to 2,3-Dihydro-4-pyridones Using 4,8-Substituted Bicyclo[3.3.1]nona-2,6-dienes as Ligands

被引：0
作者：
Stoncius, Sigitas [1 ]
Sadzeviciene, Rita [1 ]
Labanauskas, Linas [1 ]
机构：
[1] Ctr Phys Sci & Technol, Dept Organ Chem, Akad 7, LT-08412 Vilnius, Lithuania
来源：
EUROPEAN JOURNAL OF ORGANIC CHEMISTRY | 2025年 / 28卷 / 09期
关键词：
Asymmetric catalysis; Rhodium; Diene ligands; Michael addition; Arylboronic acids; ASYMMETRIC 1,4-ADDITION; CONJUGATE ADDITION; CHIRAL LIGANDS; INHIBITOR; PIPERIDINES; DISCOVERY; REAGENTS; COMPLEX; OLEFINS;
D O I：
10.1002/ejoc.202401312
中图分类号：
O62 [有机化学];
学科分类号：
070303 ; 081704 ;
摘要：
C2-symmetric 4,8-substituted bicyclo[3.3.1]nona-2,6-dienes are efficient bidentate steering ligands for the rhodium-catalyzed asymmetric conjugate addition of arylboronic acids to N-Cbz-2,3-dihydro-4-pyridone. The arylation reactions proceed under mild conditions to provide corresponding 2-aryl-4-piperidones in high yields along with excellent enantioselectivities (up to 99.8:0.2 er).
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