From Alkenes to Isoxazolines via Copper-Mediated Alkene Cleavage and Dipolar Cycloaddition
journal contributionposted on 11.09.2019 by Mingchun Gao, Yuansheng Gan, Bin Xu
Any type of content formally published in an academic journal, usually following a peer-review process.
An unprecedented copper-mediated anion transformation is reported, along with selective CC double bond cleavage and dipolar cycloaddition reaction from simple alkenes and inexpensive copper nitrate. Various transformations demonstrate the generality of this method. Further mechanistic investigation indicates a novel ionic pathway for alkene cleavage and highlights the coeffect of iodide and boric acid as additives on the inhibition of well-documented competitive nitration byproducts.