A novel convenient method for the synthesis of dichloroalkenes was developed. The method involves catalytic olefination of hydrazones of aliphatic carbonyl compounds with bromo(tri chloro)methane.
By alkylation of 4,4-disubstituted 2-(ethoxycarbonyl)butanolides new 4,4-disubstituted 2-alkenyl-2-(ethoxycarbonyl)butanolides were synthesized, which at alkaline hydrolysis formed 4,4-disubstituted 2alkenylbutanolides. By oxidation of the latter with hydrogen peroxide and formic acid diololactones were obtained that in conditions of pinacol-pinacolone rearrangement and oxidation with lead tetraacetate afforded formyl-and epoxybutanolides of new structure.
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