Charrier Nicolas, Quiclet-Sire Béatrice, Zard Samir Z
Laboratoire de Synthèse Organique, CNRS UMR 7652, Ecole Polytechnique, 91128 Palaiseau, France.
J Am Chem Soc. 2008 Jul 16;130(28):8898-9. doi: 10.1021/ja802899m. Epub 2008 Jun 18.
2-Fluoropyridyl derivatives of allylic alcohols react with xanthates in the presence of lauroyl peroxide to give alkenes, often with high stereoselectivity. If the allylic alcohols are themselves derived from aldehydes or ketones, the overall process becomes a synthetic equivalent of the classical Wittig and related olefination reactions.
烯丙醇的2-氟吡啶基衍生物在过氧化月桂酰存在下与黄原酸酯反应生成烯烃,通常具有很高的立体选择性。如果烯丙醇本身衍生自醛或酮,那么整个过程就成为经典维蒂希及相关烯烃化反应的合成等效方法。