β-phenylsulfonylenones as α,β-acetylenic ketones equivalents in diels-alder reactions
作者:Fernando M. Leon、Juan C. Carretero
DOI:10.1016/s0040-4039(00)92398-0
日期:1991.9
(E)-beta-phenylsulfonylenones, readily prepared by oxidation of the alcohols, react with a wide variety of dienes in the presence of activated silica gel. The basic elimination of the phenylsulfonyl group in the resulting adducts gives high yields of the corresponding enones, thus showing the usefulness of these dienophiles as reactive synthetic equivalents of alpha,beta-acetylenic ketones.
(E)-β-苯甲基砜基烯酮,经由醇的氧化即可制备,与活性硅凝胶共存的多种共轭烯烃发生反应。在加成产物中,苯甲基砜基的基消除反应可获得高产率的相应的烯酮,这表明这些烯烃作为活性合成等效物,对于α,β-烯丙酮类化合物具有重要的作用价值。