Chiral Phosphoric Acid Catalyzed Enantioselective [4+3]-Cyclization Reaction of Indol-4-ylmethanols and Quinone Esters

被引：9

作者：

Chen, Zhouli ^{[1
]}

Wang, Lei ^{[1
]}

Qian, Yiheng ^{[1
]}

Lin, Xufeng ^{[1
]}

机构：

[1] Zhejiang Univ, Ctr Chem Frontier Technol, Dept Chem, Hangzhou 310027, Peoples R China

来源：

SYNLETT | 2021年 / 32卷 / 12期

基金：

中国国家自然科学基金;

关键词：

chiral phosphoric acids; 4+3]-cycloaddition; asymmetric catalysis; indoles; quinones; benzoxepinoindoles; ORGANOCATALYTIC ASYMMETRIC-SYNTHESIS; BRONSTED ACID; 4+3 CYCLOADDITION; ACTIVATION; ANNULATIONS; SKELETONS; ALKYNES; FACILE; IMINES; ACCESS;

D O I：

10.1055/a-1522-9361

中图分类号：

O62 [有机化学];

学科分类号：

070303 ; 081704 ;

摘要：

An asymmetric [4+3]-cyclization reaction of racemic indol-4-ylmethanols and quinone esters catalyzed by chiral phosphoric acids has been developed. This method provides efficient access to biologically important [1]benzoxepino[5,4,3- cd ]indoles featuring both axial and central chirality in good yields and up to 98% ee, as essentially single diastereomers, under mild reaction conditions.

引用

页码：1231 / 1235

页数：5

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