Aggregative activation and heterocyclic chemistry II nucleophilic condensations of ketone enolates on dehydrodihydropyran generated by complex bases
作者:Brigitte Jamart-Grégoire、Sophie Mercier-Girardot、Sandra Ianelli、Mario Nardelli、Paul Caubère
DOI:10.1016/0040-4020(94)01077-d
日期:1995.2
3,4-dehydrodihydropyran has been easily generated from 5-bromo-3,4-dihydropyran and nucleophilic or non nucleophilic complex bases. Under such conditions ketone enolates have been condensed for the first time on the short lived intermediate leading to heterocyclic derivatives under mild conditions and with good yields. The reactivity of dehydrodihydropyran is discussed.
3,4-dehydrodihydropyran很容易从5-bromo-3,4-dihydropyran和亲核或非亲核复合物碱基生成。在这样的条件下,酮烯酸酯第一次在短寿命中间体上缩合,从而在温和条件下以高收率得到杂环衍生物。讨论了脱氢二氢吡喃的反应性。