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Rhodium(III)-Catalyzed Asymmetric C-H Activation of N-Methoxybenzamide with Quinone and Its Application in the Asymmetric Synthesis of a Dihydrolycoricidine Analogue.
Organic Letters ( IF 5.2 ) Pub Date : 2020-04-02 , DOI: 10.1021/acs.orglett.0c01002
Xiaoqiang Yan 1 , Peng Zhao 2 , Hao Liang 1 , Hui Xie 1 , Jijun Jiang 1 , Shaohua Gou 2 , Jun Wang 1
Affiliation  

A chiral CpRhIII-catalyzed asymmetric C–H activation reaction of N-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.

中文翻译:

铑(III)催化N-甲氧基苯甲酰胺与醌的不对称CH活化及其在二氢可可啶类似物的不对称合成中的应用。

已开发出手性CpRh III催化的N-甲氧基苯甲酰胺与醌的不对称C–H活化反应,可有效地锻造手性三环对苯二甲酮骨架,产率≤88%,ee≤94%。以该方法学为关键步骤,已通过五个步骤以64%的总收率合成了对映体富集的二氢可可可啶衍生物。
更新日期:2020-04-24
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