Université catholique de Louvain, Laboratory of Organic and Medicinal chemistry, Place Louis Pasteur 1 bte L4.01.02, 1348 Louvain-la-Neuve; Belgium, Fax 0032-10-472788.
Beilstein J Org Chem. 2013 Jul 3;9:1319-25. doi: 10.3762/bjoc.9.148. Print 2013.
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.
本文报道了一种新颖的连接阴离子级联序列,通过该序列可以将(Z)-氯-外亚甲基四氢呋喃进行组装。β-羟基酮与 1,1-二氯乙烯在碱性条件下发生缩合反应,以中等至良好的收率生成相应的(Z)-氯-外亚甲基四氢呋喃。对该结构进行酸性处理会得到几种意想不到的二聚体,它们具有独特的结构特征。