Ndungu J Maina, Larson Kimberly K, Sarpong Richmond
Department of Chemistry, University of California, Berkeley, California 94720, USA.
Org Lett. 2005 Dec 22;7(26):5845-8. doi: 10.1021/ol052382p.
[reaction: see text] A general set of conditions that achieves the union of aryl halides and divinyl or enyne carbinols to afford tri- or tetrasubstituted olefins in good yields (up to 83%) is described. The mechanism by which this proceeds is believed to involve the intermediacy of a cyclopropanol, followed by a novel skeletal reorganization. The ability to suppress beta-hydride elimination of organopalladium intermediates appears to be critical to the success of these processes.
[反应：见正文] 描述了一组通用条件，该条件能实现芳基卤化物与二乙烯基或烯炔甲醇的结合，以良好的产率（高达83%）得到三取代或四取代烯烃。据信，该反应进行的机制涉及环丙醇中间体，随后是一种新颖的骨架重排。抑制有机钯中间体的β-氢消除的能力似乎对这些反应的成功至关重要。
