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Nickel-Catalyzed CO2 Rearrangement of Enol Metal Carbonates for the Efficient Synthesis of β-Ketocarboxylic Acids.

Angewandte Chemie 2017 January 3
4-Methylene-1,3-dioxolan-2-ones underwent oxidative addition of a Ni(0) catalyst in the presence of Me2 Al(OMe), followed by a coupling reaction with alkynes, to form δ,ϵ-unsaturated β-ketocarboxylic acids with high regio- and stereoselectivity. The reaction proceeds by [1,3] rearrangement of an enol metal carbonate intermediate and the formal reinsertion of CO2 .

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