Synthesis of Polysubstituted 2-Piperidinones via a Michael Addition/Nitro-Mannich/Lactamization Cascade

被引：32

作者：

Liu, Hui ^{[1
]}

Zhou, Zhengquan ^{[1
]}

Sun, Qian ^{[1
]}

Li, Yun ^{[1
]}

Li, Yan ^{[1
]}

Liu, Jinliang ^{[1
]}

Yan, Peiyun ^{[1
]}

Wang, Dandan ^{[1
]}

Wang, Cunde ^{[1
]}

机构：

[1] Yangzhou Univ, Sch Chem & Chem Engn, Yangzhou 225002, Peoples R China

来源：

ACS COMBINATORIAL SCIENCE | 2012年 / 14卷 / 06期

基金：

中国国家自然科学基金;

关键词：

multicomponent reaction; polysubstituted piperidines; substituted nitrostyrenes; stereoselectivity; dialkyl malonates; DIELS-ALDER REACTION; ONE-POT SYNTHESIS; MULTICOMPONENT REACTIONS; STEREOSELECTIVE-SYNTHESIS; PIPERIDINE; CHEMISTRY; PYRROLE; ORGANOCATALYSTS; CONSTRUCTION; INHIBITORS;

D O I：

10.1021/co300022f

中图分类号：

O69 [应用化学];

学科分类号：

081704 ;

摘要：

An efficient and practical method has been developed for the diversity-oriented synthesis of polysubstituted 2-piperidinones via four-component reaction between substituted nitrostyrenes, aromatic aldehydes, ammonium acetate, and dialkyl malonates for the generation of a wide range of structurally interesting and pharmacologically significant compounds. It is worth mentioning that in the course of this reaction, the formation of products was highly stereoselective. Two differently stereochemical classes of polysubstituted 2-piperidinones depended on the substitutent position of aromatic aldehyde.

引用

页码：366 / 371

页数：6

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