Ouvry Gilles, Quiclet-Sire Béatrice, Zard Samir Z
Laboratoire de Synthèse Organique associé au CNRS, Ecole Polytechnique, 91128 Palaiseau, France.
Org Lett. 2003 Aug 7;5(16):2907-9. doi: 10.1021/ol035027c.
[reaction: see text] Potassium O-ethyl xanthate readily adds to alpha,beta-unsaturated nitro compounds to give stable beta-nitro xanthates, which undergo tin-free elimination to form olefins in good yield and good E selectivity upon simple heating with lauroyl peroxide in refluxing 1,2-dichloroethane.
[反应:见正文] 乙基黄原酸钾很容易与α,β-不饱和硝基化合物加成,生成稳定的β-硝基黄原酸酯,在回流的1,2-二氯乙烷中与月桂酰过氧化物简单加热时,这些β-硝基黄原酸酯会进行无锡消除反应,以良好的产率和良好的E选择性形成烯烃。