Cobalt‐Catalyzed Reductive Dimethylcyclopropanation of 1,3‐Dienes
作者:Jacob Werth、Christopher Uyeda
DOI:10.1002/anie.201807542
日期:2018.10.15
variant of the Simmons–Smith reaction that enables the efficient dimethylcyclopropanation of 1,3‐dienes using a Me2CCl2/Zn reagent mixture. The reactions proceed with high regioselectivity based on the substitution pattern of the 1,3‐diene. The products are vinylcyclopropanes, which serve as substrates for transition‐metal‐catalyzed ring‐opening reactions, including 1,3‐rearrangement and [5+2] cycloaddition
An efficient electrosynthesis of cyclopropanes from gem-dibromoalkanes and alkenes is achieved in a one-compartment cell fitted with a sacrificial zinc anode. The part played by the anodically generated Zn(II) in the coupling reaction is pointed out, and evidence for the existence of an organozinc species as intermediate is presented.