Anodic cyclization reactions: probing the chemistry of N,O-ketene acetal derived radical cations
作者:Yung-tzung Huang、Kevin D. Moeller
DOI:10.1016/j.tet.2006.04.009
日期:2006.7
The chemical reactivity of radical cations derived from N,O-ketene acetals has been examined and compared with the reactivity of radical cations derived from both ketene dithioacetals and enol ethers. Synthetically, the N,O-ketene acetal radical cations lead to more efficient cyclization reactions than either the ketene dithioacetal or enol ether derived radical cations. Cyclic voltammetry experiments
已经检查了衍生自N,O-酮烯缩醛的自由基阳离子的化学反应性,并将其与衍生自烯酮二硫缩醛和烯醇醚的自由基阳离子的反应性进行了比较。合成地,N,O-烯酮缩醛自由基阳离子比烯酮二硫缩醛或烯醇醚衍生的自由基阳离子导致更有效的环化反应。使用烯丙基硅烷捕获基团的循环伏安法实验表明,这些环化的效率并非归因于N,O-烯酮缩醛自由基阳离子更具反应性,但对分解更稳定。最后,研究了使用手性氧唑烷酮的环化反应。