Reactivity of a novel ambident dianion formed by double deprotonation of β-thiosubstituted dithiopropanoates : A lithio-acrylate equivalent.
作者:Pierre Beslin、Alain Dlubala
DOI:10.1016/s0040-4039(00)84348-8
日期:1986.1
allyl dianion has been generated by double deprotonation of β-alkyl (aryl) thio-dithioester. Reactions of this dianion with alkyl iodide, trimethylsilyl chloride and epoxyde occur at the γ-site. The regiochemistry of its addition to carbonyl compounds depends on the carbonyl compounds, e.g., for aldehydes ketones, α -and γ-regioselectivity respectively, were observed. The reactivity with cyclopentenone
通过β-烷基(芳基)硫代二硫代酯的双重去质子化反应,生成了一种新型的烯丙基锂二价阴离子。该二价阴离子与烷基碘,三甲基甲硅烷基氯和环氧化合物的反应在γ位发生。其添加到羰基化合物中的区域化学取决于羰基化合物,例如对于醛酮,分别观察到α-和γ-区域选择性。还检查了与环戊烯酮的反应性。