Synthesis of chiral dihydrofuran compounds by thiourea derivatives-catalyzed“interrupted”Feist-Bénary reaction  

作　　者：Hui Chen Ru Jiang Qiao Feng Wang Xiao Li Sun Jing Luo Sheng Yong Zhang 

机构地区：[1]Department of Chemistry,Fourth Military Medical University,Xi’an 710032,China [2]Department of Shannxi Institute for Food,Drug Control,Xi’an 710061,China

出　　处：《Chinese Chemical Letters》2010年第2期167-170,共4页中国化学快报（英文版）

基　　金：the National Natural Science Foundation of China(Nos.20572131,20372083,20972189,20672141,30901883)

摘　　要：In this study,six thiourea derivatives of cinchona alkaloids with 9-nat or 9-epi-configuration were synthesized.After characterized the structures,we adopted them to the asymmetric'interrupted'Feist-Benary(IFB) reaction ofα-haloketones withβ-dicarbonyl compounds,to give optically active dihydrofurans.Various thiourea derivatives as organocatalysts were examined.The corresponding chiral hydroxyl dihydrofurans have been obtained in excellent yields and moderate ees.To the acyclic substrate,we obtained excitin...In this study,six thiourea derivatives of cinchona alkaloids with 9-nat or 9-epi-configuration were synthesized.After characterized the structures,we adopted them to the asymmetric'interrupted'Feist-Benary(IFB) reaction ofα-haloketones withβ-dicarbonyl compounds,to give optically active dihydrofurans.Various thiourea derivatives as organocatalysts were examined.The corresponding chiral hydroxyl dihydrofurans have been obtained in excellent yields and moderate ees.To the acyclic substrate,we obtained excitin...

分 类 号：O621.25[理学—有机化学]