Advances in organocatalysis of the Michael reaction by tertiary Phosphines

被引:7
|
作者
Salin, Alexey V. V. [1 ]
Shabanov, Andrey A. A. [1 ]
机构
[1] Kazan Fed Univ, AM Butlerov Inst Chem, Kremlevskaya St 18, Kazan 420008, Russia
来源
关键词
Tertiary phosphines; organocatalysis; conjugate addition; asymmetric catalysis; phosphonium enolates; zwitterions; BAYLIS-HILLMAN REACTION; CATALYZED STEREOSELECTIVE-SYNTHESIS; ELECTRON-WITHDRAWING GROUPS; ALPHA-AMINO NITRILES; ONE-POT SYNTHESIS; UNSATURATED CARBOXYLIC-ACIDS; UMPOLUNG ADDITION-REACTION; CONJUGATE ADDITION; NUCLEOPHILIC-ADDITION; BIFUNCTIONAL ACETYLENES;
D O I
10.1080/01614940.2023.2168352
中图分类号
O64 [物理化学(理论化学)、化学物理学];
学科分类号
070304 ; 081704 ;
摘要
Tertiary phosphines have been recognized as powerful organocatalysts for the Michael reaction, which is one of the most important atom-economical methods for carbon-carbon and carbon-heteroatom bond construction. In the presence of tertiary phosphines, a vast array of Michael acceptors and Michael donors can be coupled with each other under neutral and metal-free conditions to produce useful densely functionalized molecules. This review highlights the role of phosphine-catalyzed Michael reaction in cutting-edge areas, such as asymmetric synthesis, natural products synthesis, drug design, and polymer material science. As the central part of catalysis science, the kinetic and mechanistic issues are also discussed when possible. The review is organized by the type of the Michael acceptor and the Michael donor used in the reaction.
引用
收藏
页码:1518 / 1607
页数:90
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