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Padial, Natalia M.; Hernández‐Cervantes, Carmen; Muñoz‐Bascón, Juan; Roldán‐Molina, Esther; García‐Martínez, Mireya; Ruiz‐Muelle, Ana Belén; Rosales, Antonio; Álvarez‐Corral, Míriam; Muñoz‐Dorado, Manuel; Rodríguez‐García, Ignacio; Oltra, J. Enrique
European journal of organic chemistry, January 18, 2017, Volume: 2017, Issue: 3Journal Article
A general method for the straightforward synthesis of exocyclic allenes on five‐, six‐, seven‐, and eight‐membered oxygen heterocycles is described. A Barbier‐type titanocene(III)‐catalyzed cyclization of propargyl halides with a pendant carbonyl group is the key step of the process. This reaction is compatible with many functional groups, and can be smoothly carried out under neutral and mild conditions at room temperature. The synthesis of exocyclic allenes on five‐, six‐, seven‐, and eight‐membered oxygen heterocycles can be achieved through a Barbier‐type titanocene(III)‐catalyzed cyclization of propargyl halides with a pendant carbonyl group.
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