Organocatalytic Asymmetric (4+3) Cycloaddition toward Optically Active Cyclohepta Fused Diindoles

被引:0
|
作者
Rui, Kanghua [1 ]
Shen, Hanxiao [1 ]
Lin, Xufeng [1 ]
机构
[1] Zhejiang Univ, Dept Chem, Hangzhou 310058, Peoples R China
来源
JOURNAL OF ORGANIC CHEMISTRY | 2024年 / 89卷 / 19期
基金
中国国家自然科学基金;
关键词
DIELS-ALDER REACTION; BISINDOLE;
D O I
10.1021/acs.joc.4c01772
中图分类号
O62 [有机化学];
学科分类号
070303 ; 081704 ;
摘要
A novel asymmetric (4 + 3) cycloaddition of indole-2,3-quinodimethanes in situ generated from 3-methyl-2-indolylmethanols with 3-indolylmethanols via chiral phosphoric acid catalysis has been established. The cycloaddition reaction exhibits a broad substrate scope affording the diverse enantioenriched cyclohepta fused diindoles in high yields with good enantioselectivities. Significantly, this work represents the first application of 3-methyl-2-indolylmethanols as 4C synthons instead of the commonly reported three-atom synthons in cycloaddition reactions.
引用
收藏
页码:14348 / 14360
页数:13
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