An Organocatalytic Kinetic Resolution of Aziridines by Thiol Nucleophiles

被引：10
|
作者：
Sun, Song [1 ]
Wang, Zhaobin [2 ]
Li, Shijia [2 ,3 ]
Zhou, Cong [1 ]
Song, Lijuan [3 ]
Huang, Hai [1 ]
Sun, Jianwei [1 ,2 ]
机构：
[1] Changzhou Univ, Sch Petrochem Engn, Jiangsu Key Lab Adv Catalyt Mat & Technol, Changzhou 213164, Peoples R China
[2] Hong Kong Univ Sci & Technol, Dept Chem, Hong Kong, Peoples R China
[3] Shenzhen Bay Lab, Shenzhen 518055, Peoples R China
来源：
ORGANIC LETTERS | 2021年 / 23卷 / 02期
关键词：
BRONSTED ACID; N-SULFONYLAZIRIDINES; DESYMMETRIZATION; 2-ARYLAZIRIDINES; ALKYLATION; ACTIVATION; EPOXIDES; INDOLES;
D O I：
10.1021/acs.orglett.0c04074
中图分类号：
O62 [有机化学];
学科分类号：
070303 ; 081704 ;
摘要：
We report the first organocatalytic kinetic resolution of unactivated aziridines by sulfur nucleophiles with excellent enantioselectivity. A suitable chiral phosphoric acid was found to catalyze the intermolecular ring opening under mild conditions, furnishing a range of highly enantioenriched beta-amino thioethers and aziridines, both of which are useful synthetic building blocks.
引用
收藏
页码：554 / 558
页数：5
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