Copper(I)-Catalyzed Kinetic Resolution of N-Sulfonylaziridines with Indoles: Efficient Construction of Pyrroloindolines

被引:95
作者
Chai, Zhuo [1 ]
Zhu, You-Min [1 ]
Yang, Pei-Jun [1 ]
Wang, Shaoyin [1 ]
Wang, Shaowu [1 ,2 ]
Liu, Zhen [1 ]
Yang, Gaosheng [1 ]
机构
[1] Anhui Normal Univ, Coll Chem & Mat Sci, Anhui Lab Mol Based Mat,Inst Organ Chem, Key Lab Funct Mol Solids,Minist Educ, Wuhu 241000, Anhui, Peoples R China
[2] Chinese Acad Sci, Shanghai Inst Organ Chem, State Key Lab Organometall Chem, Shanghai 200032, Peoples R China
基金
中国国家自然科学基金;
关键词
FORMAL 3+2 CYCLOADDITION; RING-OPENING REACTIONS; MESO-AZIRIDINES; ENANTIOSELECTIVE SYNTHESIS; STEREOSELECTIVE-SYNTHESIS; ASYMMETRIC CONSTRUCTION; VINYL AZIRIDINES; DESYMMETRIZATION; CYCLOPROPANES; NOCARDIOAZINES;
D O I
10.1021/jacs.5b05820
中图分类号
O6 [化学];
学科分类号
0703 ;
摘要
The first Lewis acid catalyzed [3 + 2] annulation of indoles and 2-aryl-N-tosylaziridines was realized by using copper(I)/chiral diphosphine complexes as a catalyst. With this method, a variety of uniquely substituted chiral pyrroloindolines bearing multiple contiguous stereogenic centers were facilely accessed in a straightforward, high-yielding, and highly stereos elective way under mild conditions.
引用
收藏
页码:10088 / 10091
页数:4
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