Organocatalytic inverse-electron-demand Diels-Alder reaction between 5-alkenyl thiazolones and β,γ-unsaturated carbonyl compounds

被引：16
|
作者：
Yang, Kai-Xuan [1 ,2 ]
Ji, Dong-Sheng [1 ,2 ]
Zheng, Haixue [3 ]
Gu, Yucheng [4 ]
Xu, Peng-Fei [1 ,2 ,3 ]
机构：
[1] Lanzhou Univ, State Key Lab Appl Organ Chem, Lanzhou 730000, Peoples R China
[2] Lanzhou Univ, Coll Chem & Chem Engn, Lanzhou 730000, Peoples R China
[3] Lanzhou Univ, Coll Vet Med, State Key Lab Vet Etiol Biol, Lanzhou 730000, Peoples R China
[4] Syngenta Jealotts Hill Int Res Ctr, Bracknell RG42 6EY, Berks, England
来源：
CHEMICAL COMMUNICATIONS | 2022年 / 58卷 / 26期
基金：
中国国家自然科学基金;
关键词：
ENANTIOSELECTIVE CONSTRUCTION; ASYMMETRIC-SYNTHESIS; ANNULATION;
D O I：
10.1039/d2cc00457g
中图分类号：
O6 [化学];
学科分类号：
0703 ;
摘要：
An inverse-electron-demand oxa-Diels-Alder reaction of 5-alkenyl thiazolones with beta,gamma-unsaturated carbonyl compounds enabled by quinine thiourea was studied, which allows the enantioselective synthesis of a broad range of highly functionalized pyranthiazoles bearing three continuous stereocenters. This protocol is adaptable to a wide scope of substrates and has great potential for scale-up synthesis and facile transformation.
引用
收藏
页码：4227 / 4230
页数：4
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