吲哚嗪
化学
对映选择合成
结合
硝基甲烷
对称化
磷酸
弗里德尔-克拉夫茨反应
催化作用
组合化学
有机催化
有机化学
数学
数学分析
作者
Qijian Ni,Zhiming Zhu,Yanjun Fan,Xiaoyun Chen,Xiaoxiao Song
出处
期刊:Organic Letters
[American Chemical Society]
日期:2021-12-02
卷期号:23 (24): 9548-9553
被引量:16
标识
DOI:10.1021/acs.orglett.1c03780
摘要
An organocatalytic highly diastero- and enantioselective Friedel-Crafts conjugate addition of indolizines to prochiral cyclopentenediones has been successfully developed. This desymmetric transformation provides a direct access to the desired indolizine-substituted cyclopentanediones in yields of 62-91% and excellent stereoselectivities. The utility of the approach was demonstrated by diverse late-stage functionalizations through reduction or oxidation. Importantly, the direct sp2 C-H functionalization with nitromethane in one-pot process resulted in the indolizine-linked axially chiral styrene bearing a remote chiral center.
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