Diastereoselectivity-Switchable Gold-Catalyzed Formal [3+2]-Cycloadditions of N-2,2,2-Trifluoroethylisatin Ketimines with Yne-Enones

被引：6

作者：

Xiao, Jun-An ^{[1
]}

Cheng, Xiu-Liang ^{[1
]}

Peng, Hai ^{[1
]}

Liang, Jin-Shao ^{[1
]}

Luo, Xiao-Yan ^{[1
]}

Su, Wei ^{[1
]}

机构：

[1] Nanning Normal Univ, Guangxi Key Lab Nat Polymer Chem & Phys, Nanning 530001, Guangxi, Peoples R China

来源：

CHEMISTRY-AN ASIAN JOURNAL | 2021年 / 16卷 / 17期

基金：

中国国家自然科学基金;

关键词：

gold catalysis; 3+2]-cycloaddtion; spirooxindole; yne-enone; catalyst-controlled; ENANTIOSELECTIVE SYNTHESIS; 1,3-DIPOLAR CYCLOADDITION; TANDEM; 2-(1-ALKYNYL)-2-ALKEN-1-ONES; HETEROCYCLIZATION; ACCESS; DIASTEREO;

D O I：

10.1002/asia.202100591

中图分类号：

O6 [化学];

学科分类号：

0703 ;

摘要：

The unexpected gold-catalyzed formal [3+2]-cycloaddition of N-2,2,2-trifluoroethylisatin ketimines with 2-(1-Alkynyl)-2-alken-1-ones is reported. Both diastereomers of the corresponding cycloadducts were formed in moderate to excellent yields with excellent diastereoselectivities by switching the catalytic system from mono-gold to gold/silver bimetallic catalytic system. The practicality of this protocol is demonstrated by scale-up reaction and the transformations of the cycloadduct.

引用

页码：2435 / 2438

页数：4