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Synlett 1997; 1997(6): 719-721
DOI: 10.1055/s-1997-3241
DOI: 10.1055/s-1997-3241
letter
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Palladium-Catalyzed Carboxylation of Vinyl Triflates. Electrosynthesis of α,β-Unsaturated Carboxylic Acids
Further Information
Publication History
Publication Date:
31 December 2000 (online)
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The electrocarboxylation of vinyl triflates performed with carbon dioxide and a catalytic amount of PdCl2(PPh3)2 affords α,β-unsaturated carboxylic acids. The reacitivity of vinyl triflates has been reversed in the presence of an electron source, since they now react with electrophiles. The reaction proceeds by an activation of the C-O bond of the vinyl triflate by a palladium(0) complex followed by an activation by electron transfer, of the vinylpalladium(II) complex formed in the oxidative addition.
vinyl triflates - CO2 - palladium - electron transfer