Metal Free Amino-Oxidation of Electron Rich Alkenes Mediated by an Oxoammonium Salt,Israel Journal of Chemistry

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Metal Free Amino-Oxidation of Electron Rich Alkenes Mediated by an Oxoammonium Salt
Israel Journal of Chemistry ( IF 2.3 ) Pub Date : 2020-12-15 , DOI: 10.1002/ijch.202000080
Alexandra M. Millimaci ₁ , Rowan I. L. Meador ₁ , Sara J. Dampf ₁ , John D. Chisholm ₁

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4-Acetamido-2,2,6,6-tetramethyl-1-oxopiperidinium tetrafluoroborate (Bobbitt's salt) effectively activates electron rich alkenes and promotes the addition of anilines. This transformation provides a direct, transition metal free method for amino-oxidation of alkenes under mild conditions. The relative stereochemistry of the amino-oxidation is influenced by solvent effects, with both the syn and anti amino-oxidation products being accessible from identical starting materials.

中文翻译：

氧铵盐介导的富电子烯烃的无金属氨基氧化

4-Acetamido-2,2,6,6-tetramethyl-1-oxopiperidinium 四氟硼酸盐（波比特盐）有效激活富电子烯烃并促进苯胺的添加。这种转变为烯烃在温和条件下的氨基氧化提供了一种直接的、无过渡金属的方法。氨基氧化的相对立体化学受溶剂效应的影响，顺式和抗氨基氧化产物都可以从相同的起始材料中获得。

更新日期：2020-12-15

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