1384976-08-2Relevant academic research and scientific papers
Enantioselective synthesis of trans -dihydrobenzofurans via primary amine-thiourea organocatalyzed intramolecular michael addition
Lu, Aidang,Hu, Keling,Wang, Youming,Song, Haibin,Zhou, Zhenghong,Fang, Jianxin,Tang, Chuchi
experimental part, p. 6208 - 6214 (2012/09/25)
A primary amine-thiourea organocatalyzed intramolecular Michael addition access was developed for the synthesis of trans-dihydrobenzofurans. Under the catalysis of an (R,R)-1,2-diphenylethylamine derived primary amine-thiourea bearing a glucosyl scaffold, the corresponding trans-dihydrobenzofurans were obtained in high yields with excellent level of enantioselectivities (94 to >99% ee). Moreover, an in situ isomerization occurring at high temperature gave good to excellent trans/cis ratios as well (trans/cis: 84/16-96/4).
