Catalytic Asymmetric Intermolecular [3+2] Photocycloaddition of Cyclopropylamines with Electron-Deficient Olefins

被引：15
|
作者：
Dai, Yating [1 ]
Huang, Hongchun [2 ]
Liang, Shuangshuang [2 ]
Yin, Yanli [1 ,3 ]
Ban, Xu [1 ]
Zhao, Xiaowei [2 ]
Jiang, Zhiyong [1 ,2 ]
机构：
[1] Henan Normal Univ, Sch Chem & Chem Engn, Xinxiang 453007, Henan, Peoples R China
[2] Henan Univ, Int S&T Cooperat Base Chiral Chem, Kaifeng 475004, Henan, Peoples R China
[3] Henan Univ Technol, Coll Adv Interdisciplinary Sci & Technol, Zhengzhou 451001, Henan, Peoples R China
来源：
ORGANIC LETTERS | 2023年 / 25卷 / 24期
基金：
中国国家自然科学基金;
关键词：
PHOTOREDOX CATALYSIS; ANNULATION; CYCLOADDITION;
D O I：
10.1021/acs.orglett.3c01585
中图分类号：
O62 [有机化学];
学科分类号：
070303 ; 081704 ;
摘要：
An enantioselective intermolecular [3 + 2] cycloadditionof N-arylcyclopropylamines with 2-aryl acrylates/ketonesandcyclic ketone-derived terminal olefins via asymmetric photoredox catalysisis reported. A dual catalyst system involving DPZ and a chiral phosphoricacid is effective for the transformations, leading to a wide arrayof valuable cyclopentylamines with high yields, ee's, and drs.Among them, elaborate modulation of the ester group of 2-aryl acrylateswas shown to be effective in improving reactivity, thereby enablingthe success of the transformations.
引用
收藏
页码：4551 / 4555
页数：5
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