Construction of Vicinal All-Carbon Quaternary Stereocenters Enabled by a Catalytic Asymmetric Dearomatization Reaction of β-Naphthols with 3-Bromooxindoles
四级碳
有机催化
有机化学
作者
Xihong Liu,Pengxin Wang,Lutao Bai,Dan Li,Linqing Wang,Dongxu Yang,Rui Wang
出处
期刊:ACS Catalysis [American Chemical Society] 日期:2018-10-22卷期号:8 (11): 10888-10894被引量:61
The organocatalyzed asymmetric dearomative addition of phenols to indol-2-ones generated in situ from 3-bromooxindoles was reported. This methodology leads to the efficient construction of a series of enantioenriched 3,3′-disubstituted oxindoles bearing vicinal all-carbon quaternary stereocenters via a dearomatization process of phenols under mild reaction conditions. Additionally, the representative large-scale reactions and related transformations of the dearomatized products reveal the potential synthetic utility of this protocol.