铑（III）催化对甲氧基苯甲酰胺与醌的不对称C-H活化及其在二氢石蒜碱类似物不对称合成中的应用
Rhodium(III)-Catalyzed Asymmetric C-H Activation of -Methoxybenzamide with Quinone and Its Application in the Asymmetric Synthesis of a Dihydrolycoricidine Analogue.
作者信息
Yan Xiaoqiang, Zhao Peng, Liang Hao, Xie Hui, Jiang Jijun, Gou Shaohua, Wang Jun
机构信息
Key Laboratory of Bioinorganic and Synthetic Chemistry of Ministry of Education, School of Chemistry, Sun Yat-Sen University, Guangzhou 510275, P. R. China.
School of Chemistry and Chemical Engineering, State Key Lab of Oil and Gas Reservoir Geology and Exploitation, Southwest Petroleum University, Chengdu 610500, P. R. China.
出版信息
Org Lett. 2020 Apr 17;22(8):3219-3223. doi: 10.1021/acs.orglett.0c01002. Epub 2020 Apr 2.
A chiral CpRh-catalyzed asymmetric C-H activation reaction of -methoxybenzamides with quinones has been developed to efficiently forge chiral tricyclic hydrophenanthridinone scaffolds in ≤88% yield and ≤94% ee. With this methodology as the key step, an enantioenriched dihydrolycoricidine derivative has been synthesized in 64% overall yield in five steps.
已开发出一种手性CpRh催化的对甲氧基苯甲酰胺与醌的不对称C-H活化反应，以≤88%的产率和≤94%的对映体过量（ee）有效地构建手性三环氢化菲啶酮骨架。以该方法作为关键步骤，五步合成了对映体富集的二氢石蒜碱衍生物，总产率为64%。
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