111462-90-9Relevant academic research and scientific papers
Directed Nickel-Catalyzed Diastereoselective Reductive Difunctionalization of Alkenyl Amines
Zhao, Lei,Meng, Xiao,Zou, Yifeng,Zhao, Junsong,Wang, Lili,Zhang, Lanlan,Wang, Chao
supporting information, p. 8516 - 8521 (2021/10/25)
We report herein an intermolecular syn-arylalkylation and alkenylalkylation of alkenyl amines with two different organohalides (iodides and bromides) using Ni(II) catalyst. The cleavable bidentate quinolinamide is utilized after extensive directing group screening to enable olefin difunctionalization with high levels of regio-, chemo-, and diastereocontrol. This general and practical protocol is compatible with α- or β-substituted terminal alkenes and internal alkenes, providing rapid access to branched aliphatic amines bearing two skipped and vicinal stereocenters with high diastereoselectivities that would otherwise be difficult to synthesize.
Aminomethylation secondaire ou primaire d'organoaluminiques α-insatures a l'aide de gem-aminoethers N-trimethylsilyles: synthese d'amines secondaires ou primaires, β-ethyleniques, β-acetyleniques ou α-alleniques
Courtois, G.,Mesnard, D.,Dugue, B.,Miginiac, L.
, p. 93 - 98 (2007/10/02)
Organoaluminium compounds prepared from allylic or propargylic halides react easily with N-trimethylsilyl or N,N-bis(trimethylsilyl) gem-aminoethers to afford in a one-pot reaction unsaturated secondary (with tertiary alkyl group) or primary amines.
