The synthesis of highly substituted β-lactams was achieved by addition of air-stable ethyl(trimethylsilyl)acetate derivatives to N-(2-hydroxyphenyl)aldimine sodium salts in a THF-EtCN mixture. This reaction proceeds with moderate to good yields and diastereomeric ratio of up to 78:22. The reactivity of the N-(2-hydroxyphenyl)aldimine can be modified by simply changing the co-solvent from EtCN to MeCN to afford the cyanomethylated addition product.
通过将空气稳定的乙基(三级甲基
硅基)
醋酸酯衍
生物添加到N-(2-羟基苯基)醛
肟钠盐中,成功合成了高度取代的β-内酯。这一反应以中等到良好的产率进行,二聚异构体比率高达78:22。通过简单地将共溶剂从
乙腈(EtCN)更改为甲腈(MeCN),可以调节N-(2-羟基苯基)醛
肟的反应性,从而获得
氰甲基化的加成产物。