Facile synthesis of chiral ε-sultams via an organocatalytic aza-Friedel-Crafts reaction

被引：28
作者：
Zhao, Zi-Biao [1 ,2 ]
Shi, Lei [1 ]
Li, Yaming [1 ]
Meng, Fan-Jie [1 ]
Zhou, Yong-Gui [1 ,2 ]
机构：
[1] Dalian Univ Technol, Zhang Dayu Sch Chem, State Key Lab Fine Chem, 2 Linggong Rd, Dalian 116024, Peoples R China
[2] Chinese Acad Sci, Dalian Inst Chem Phys, State Key Lab Catalysis, Dalian 116023, Peoples R China
来源：
ORGANIC & BIOMOLECULAR CHEMISTRY | 2019年 / 17卷 / 26期
基金：
中国国家自然科学基金;
关键词：
INDOLES; ALKYLATION; IMINES; SULFONAMIDES; DERIVATIVES; MODULATORS; NAPHTHOLS; REAGENTS; PBTDS;
D O I：
10.1039/c9ob01158g
中图分类号：
O62 [有机化学];
学科分类号：
070303 ; 081704 ;
摘要：
Chiral epsilon-sultams, with their unique strain cyclic structure, are a type of molecule with important biological activities. A facile enantioselective aza-Friedel-Crafts reaction of seven-membered cyclic N-sulfonylimines with naphthols was developed with a cinchona alkaloid-based bifunctional organocatalyst, giving chiral epsilon-sultams with an enantiomeric excess of up to 92%.
引用
收藏
页码：6364 / 6368
页数：5
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