Copper-triggered three-component reaction of CF3CHN2, nitriles, and aldehydes: highly diastereoselective synthesis of CF3-substituted oxazolines and vicinal amino alcohols.
A novel, three-component C-C, C-N and C-O bond forming reaction is described. In the presence of 20 mol% CuO, this condensation reaction of CF3CHN2, nitriles, and aldehydes proceeds to afford CF3-substituted oxazolines in moderate to high yields with excellent diastereoselectivities. Subsequent ring-opening of oxazolines gives rise to the corresponding vicinal amino alcohols.
Department of Chemistry, Tianjin University, and Collaborative Innovation Center of Chemical Science and Engineering (Tianjin), Tianjin 300072, P. R. China. majun_an68@tju.edu.cn.
Ai-Jie
AJ
Cai
Yan
Y
Zheng
Jun-An
JA
Ma