- Stereoselectivity of 6-Exo Cyclization of α-Carbamoyl Radicals
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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.
- Song, Liyan,Fang, Xinqiang,Wang, Zijia,Liu, Kun,Li, Chaozhong
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p. 2442 - 2450
(2016/04/04)
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- Indium-Mediated Allylation of Aldimines
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Aldimines are allylated under simple Barbier type conditions using allyl bromide and indium powder in THF.
- Beuchet, Pierre,Le Marrec, Nathalie,Mosset, Paul
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p. 5959 - 5960
(2007/10/02)
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