Wang Ying-chun, Xie Yu-yang, Tan Xian-chun, Wang Heng-shan, Pan Ying-ming
Key Laboratory for the Chemistry and Molecular Engineering of Medicinal Resources (Ministry of Education of China), School of Chemistry & Chemical Engineering of Guangxi Normal University, Guilin 541004, People's Republic of China.
Org Biomol Chem. 2015 Jan 14;13(2):513-9. doi: 10.1039/c4ob01801j. Epub 2014 Nov 6.
A novel and highly stereoselective synthesis of Z-β-enaminonitriles from azides and α,β-unsaturated nitriles is reported. The reaction proceeds via a 1,3-dipolar cycloaddition-ring cleavage-rearrangement cascade mediated by a catalytic amount of Sc(OTf)3. A plausible reaction mechanism for this process is depicted.
报道了一种由叠氮化物和α,β-不饱和腈新颖且高度立体选择性合成Z-β-烯胺腈的方法。该反应通过催化量的Sc(OTf)₃介导的1,3-偶极环加成-环裂解-重排串联反应进行。描述了此过程可能的反应机理。
