Pd(II)-Catalyzed Asymmetric Addition of Arylboronic Acids to Aliphatic N-Carbamoyl Hydrazones

Catalysts generated by combinations of Pd(TFA) and pyridine-hydrazone ligands have been applied to 1,2 addition of arylboronic acids to aliphatic N-carbamoyl (Cbz) hydrazones, affording protected α-aryl monoalkylhydrazines with high enantioselectivities (37-99% ee). Subsequent removal of the benzylo...

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Detalles Bibliográficos
Autores: Alberca, Saúl, Velázquez, Marta, Trujillo-Sierra, J., Iglesias-Sigüenza, J., Fernández, Rosario, Lassaletta, José M., Monge, David
Tipo de recurso: artículo
Estado:Versión publicada
Fecha de publicación:2022
País:España
Institución:Consejo Superior de Investigaciones Científicas (CSIC)
Repositorio:DIGITAL.CSIC. Repositorio Institucional del CSIC
OAI Identifier:oai:digital.csic.es:10261/364437
Acceso en línea:http://hdl.handle.net/10261/364437
Access Level:acceso abierto
Descripción
Sumario:Catalysts generated by combinations of Pd(TFA) and pyridine-hydrazone ligands have been applied to 1,2 addition of arylboronic acids to aliphatic N-carbamoyl (Cbz) hydrazones, affording protected α-aryl monoalkylhydrazines with high enantioselectivities (37-99% ee). Subsequent removal of the benzyloxy carbonyl protecting group provides a direct entry to free monosubstituted hydrazines, key building blocks for the synthesis of appealing 1,2-diaza-heterocycles, aminoacid derived hydrazides and other pharmacophores thereof. (Figure presented.).