111462-83-0Relevant academic research and scientific papers
Stereoselectivity of 6-Exo Cyclization of α-Carbamoyl Radicals
Song, Liyan,Fang, Xinqiang,Wang, Zijia,Liu, Kun,Li, Chaozhong
, p. 2442 - 2450 (2016)
The stereoselectivity in the 6-exo cyclization of α-carbamoyl radicals was investigated experimentally and theoretically. The BEt3/O2-initiated iodine-atom-transfer radical cyclization reactions of substituted N-(but-3-en-1-yl)-N-(tert-butyl)-2-iodoalkanamides were carried out, which led to the predominant formations of 3,4-cis, 4,5-trans, or 4,6-trans substituted δ-lactams. Density functional calculations at the B3LYP/6-31G? level revealed that the 6-exo radical cyclization proceeds via boat-conformational transition states. Furthermore, a mechanistic insight into the stereoselectivity was provided and the calculation results were in excellent agreement with the experimental observations.
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.
