Anionic cascade reactions. One-pot assembly of (Z)-chloro-exo-methylenetetrahydrofurans from β-hydroxyketones
IE Markó, FT Schevenels
Index: Marko, Istvan E.; Schevenels, Florian T. Beilstein Journal of Organic Chemistry, 2013 , vol. 9, p. 1319 - 1325
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Citation Number: 2
Abstract
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.