Gold-catalyzed [4C+3C] intramolecular cycloaddition of allenedienes: synthetic potential and mechanistic implications.
Efficient at room temperature: The Au complex generated in situ from [(IPr)AuCl] and AgSbF(6) promotes the [4C+3C] intramolecular cycloaddition of allenes and dienes at room temperature, and in a particularly efficient and versatile manner. A DFT study on dimethylallenyl precursors agreed with the formation and cycloaddition of a metal-allyl cation intermediate, and points to the 1,2-hydride shift as the key rate-limiting step.
Trillo
Beatriz
B
Departamento de Química Orgánica, Universidad de Santiago de Compostela, Facultad de Química, 15782, Santiago de Compostela, Spain.
López
Fernando
F
Montserrat
Sergi
S
Ujaque
Gregori
G
Castedo
Luis
L
Lledós
Agustí
A
Mascareñas
Jose L
JL