Enantioselective Dearomative Cyclization of Homotryptamines with Allenamides into Indolo[2,3-b]quinolines

被引:17
作者
Biswas, Soumen [1 ,2 ]
Kim, Hanbyul [1 ,2 ]
Cao, Kiet Le Anh [1 ,2 ]
Shin, Seunghoon [1 ,2 ]
机构
[1] Hanyang Univ, Dept Chem, Res Inst Nat Sci, 222 Wangsimni Ro, Seoul 04763, South Korea
[2] Hanyang Univ, Ctr New Direct Organ Synth CNOS, 222 Wangsimni Ro, Seoul 04763, South Korea
基金
新加坡国家研究基金会;
关键词
dearomative cyclization; homotryptamine; indolo[2; 3-b]quinolines; chiral Bronsted acid catalysis; CATALYTIC ASYMMETRIC DEAROMATIZATION; 4+2 CYCLOADDITION; INDOLES; PYRROLOINDOLINES; CONSTRUCTION; STRATEGY; FACILE;
D O I
10.1002/adsc.202000083
中图分类号
O69 [应用化学];
学科分类号
081704 ;
摘要
We have developed a catalytic asymmetric dearomative cyclization of homotryptamine derivatives, furnishing enantioenriched indolo[2,3-b]quinoline scaffolds. The activation of allenamides in the presence of chiral phosphoric acids triggered the dearomative cyclization in up to 99% ee.
引用
收藏
页码:1841 / 1845
页数:5
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