Department of Chemistry, Indiana University , 800 East Kirkwood Avenue, Bloomington, Indiana 47405, United States.
J Am Chem Soc. 2017 Jun 14;139(23):7721-7724. doi: 10.1021/jacs.7b04024. Epub 2017 Jun 5.
A method for the regioselective arylboration of isoprene and its derivatives is presented. These reactions allow for the synthesis of useful building blocks from simple components. Through these studies, an unusual additive effect with DMAP has been uncovered that allows for altered reactivity and the formation of quaternary carbon centers. The utility of this method is demonstrated toward the formal synthesis of mesembrine.
本文介绍了一种对异戊二烯及其衍生物进行区域选择性芳基化的方法。这些反应可以从简单的反应物合成有用的砌块。通过这些研究,发现了一种与 DMAP 具有不寻常的附加效应,这种效应可以改变反应性并形成季碳原子中心。该方法在 mesembrine 的形式合成中得到了验证。