123500-15-2Relevant academic research and scientific papers
Catalytic Asymmetric Umpolung Allylation of Imines
Liu, Jie,Cao, Chao-Guo,Sun, Hong-Bao,Zhang, Xia,Niu, Dawen
supporting information, p. 13103 - 13106 (2016/10/22)
Here we report an iridium-catalyzed asymmetric umpolung allylation of imines as a general approach to prepare 1,4-disubstituted homoallylic amines, a fundamental class of compounds that are hitherto not straightforward to obtain. This transformation proceeds by a cascade involving an intermolecular regioselective allylation of 2-azaallyl anions and a following 2-aza-Cope rearrangement, utilizes easily available reagents and catalysts, tolerates a substantial scope of substrates, and readily leads to various enantioenriched, 1,4-disubstituted homoallylic primary amines.
X=Y-ZH SYSTEMS AS POTENTIAL 1,3-DIPOLES. PART 21 ACTIVATION OF THE ZH PROTON IN IMINES.
Grigg, Ronald,Donegan, Gregory,Gunaratne, H. Q. Nimal,Kennedy, Deirdre A.,Malone, John F.,et al.
, p. 1723 - 1746 (2007/10/02)
Imines, RCH=N-ZH, possessing a range of ZH groups (Z=CHCOPh, CHCOSR, CHCONHR, CHP(O)(OEt)2, 2-CH-pyridyl, 2-CH-thiazolyl, and 9-fluorenyl) undergo thermal 1,2-prototropy generating azomethine ylides stereospecifically.The intermediate azomethine ylides un
