Gold-Catalyzed Amine Cascade Addition to Diyne-Ene: Enantioselective Synthesis of 1,2-Dihydropyridines

被引：5

作者：

Wei, Jingwen ^{[1
]}

Xing, Yangyang ^{[2
]}

Ye, Xiaohan ^{[1
]}

Nguyen, Bao ^{[1
]}

Wojtas, Lukasz ^{[1
]}

Hong, Xin ^{[2
]}

Shi, Xiaodong ^{[1
]}

机构：

[1] Univ S Florida, Dept Chem, Tampa, FL 33620 USA

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

来源：

ANGEWANDTE CHEMIE-INTERNATIONAL EDITION | 2023年 / 62卷 / 31期

基金：

国家重点研发计划; 中国国家自然科学基金;

关键词：

Dihydropyridine; Diyne-Ene; Enantioselective; Gold Catalysis; TERMINAL ALKYNES; PIPERIDINE; CYCLOISOMERIZATION; PYRROLIDINE; ACTIVATION; ALKALOIDS; PYRIDINES; DEAROMATIZATION; COMPLEXES; ARYLATION;

D O I：

10.1002/anie.202305409

中图分类号：

O6 [化学];

学科分类号：

0703 ;

摘要：

With the well-documented chemical and biological applications, piperidine and pyridine are among the most important N-heterocycles, and a new synthetic strategy, especially one with an alternative bond-forming design, is of general interest. Using the gold-catalyzed intermolecular condensation of amine and diyne-ene, we report herein the first example of enantioselective 1,2-dihydropyridine synthesis through a formal [3+2+1] fashion (up to 95 % yield, up to 99 % e.e.).

引用

页数：6

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