The assembly of (Z)-chloro-exo-methylenetetrahydrofurans by an original and connective anionic cascade sequence is reported. Base-catalysed condensation of β-hydroxyketones with 1,1-dichloroethylene generates, in moderate to good yields, the corresponding (Z)-chloro-exo-methylenetetrahydrofurans. Acidic treatment of this motif leads to several unexpected dimers, possessing unique structural features.
报道了通过原始和连续的阴离子级联序列组装(
Z)-
氯代-
exo-甲基亚
氨基
呋喃。β-羟基酮与
1,1-二氯乙烯的碱催化缩合生成相应的(
Z)-
氯代-
exo-甲基亚
氨基
呋喃,产率中等至良好。对该基团的酸处理导致形成几种具有独特结构特征的意外二聚体。