Abstract
Carbonates of propargyl alcohol and its functionalized derivatives undergo various palladium-catalyzed reactions under mild neutral conditions. Their reacton with olefins affords 1, 2, 4-trienes, and 1, 2-dien-4-ynes are obtained by the reaction with terminal acetylenes. Reaction with soft carbonucleophiles is a good synthetic method for furans. Also 2-(1-alkynyl)oxiranes react with β-keto esters to form furans. Allenyl esters (2, 3-dienoates) and their derivatives such as α-alkylidene-β-lactams and alkylidenecyclopentenonecarboxylates are obtained by the carbonylation of various functionalized propargyl carbonates. Allenes (1, 2-dienes) are formed by the hydrogenolysis with formic acid.
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