title: Anionic cascade reactions. One-pot assembly of (Z)-chloro-exo-methylenetetrahydrofurans from β-hydroxyketones.
abstract: 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.
authors.affiliation: 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.
authors.forename: István E
authors.initials: IE
authors.lastname: Markó
authors.forename: Florian T
authors.initials: FT
authors.lastname: Schevenels
keywords: acetylene addition; dichloroethylene; dimerisation; dioxanes; tetrahydrofurans