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Migratory insertion of copper-allenylidene from propargyl ester.

The highly efficient copper-catalyzed homo-dimerization and cross-coupling of propargyl esters have been developed. Various 1-en-3,5-diynes, [5]cumulenes and 1,3-diynes were successfully furnished via the copper-allenylidene intermediates with moderate to excellent yields.… Click to show full abstract

The highly efficient copper-catalyzed homo-dimerization and cross-coupling of propargyl esters have been developed. Various 1-en-3,5-diynes, [5]cumulenes and 1,3-diynes were successfully furnished via the copper-allenylidene intermediates with moderate to excellent yields. Migratory insertion is proposed as the key step to achieve the selectivity at the carbene carbon of the copper-allenylidene.

Keywords: migratory insertion; copper; copper allenylidene; insertion copper

Journal Title: Chemical communications
Year Published: 2022

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