Catalytic asymmetric cleavage of sp3 C-N bonds for access to highly enantioenriched N-benzylic sulfonamides

被引:32
作者
Wu, Xue-Song [1 ]
Tian, Shi-Kai [1 ]
机构
[1] Univ Sci & Technol China, Joint Lab Green Synthet Chem, Dept Chem, Hefei 230026, Anhui, Peoples R China
基金
中国国家自然科学基金;
关键词
FRIEDEL-CRAFTS REACTION; CHIRAL BRONSTED ACID; KINETIC RESOLUTION; CARBON-NITROGEN; ROOM-TEMPERATURE; PHOSPHORIC-ACIDS; ALKYLATION; INDOLES; IMINES; NUCLEOPHILES;
D O I
10.1039/c1cc16630a
中图分类号
O6 [化学];
学科分类号
0703 ;
摘要
In the presence of 10 mol% of a chiral phosphoric acid, a variety of racemic N-benzylic sulfonamides having N-(3-indolyl)methyl groups smoothly undergo kinetic resolution with benzyl thiol at 0 degrees C or at room temperature and the remaining sulfonamides are recovered in moderate to excellent yields and with excellent ee.
引用
收藏
页码:898 / 900
页数:3
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