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Organocatalytic asymmetric allylic amination of Morita–Baylis–Hillman carbonates of isatins

The investigation of a Lewis base catalyzed asymmetric allylic amination of Morita–Baylis–Hillman carbonates derived from isatins afforded an electrophilic pathway to access multifunctional oxindoles bearing a C3-quaternary stereocenter, provided with good to excellent enantioselectivity (up to 94%...

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Detalles Bibliográficos
Autores principales: Zhang, Hang, Zhang, Shan-Jun, Zhou, Qing-Qing, Dong, Lin, Chen, Ying-Chun
Formato: Online Artículo Texto
Lenguaje:English
Publicado: Beilstein-Institut 2012
Materias:
Acceso en línea:https://www.ncbi.nlm.nih.gov/pmc/articles/PMC3458744/
https://www.ncbi.nlm.nih.gov/pubmed/23019454
http://dx.doi.org/10.3762/bjoc.8.139
Descripción
Sumario:The investigation of a Lewis base catalyzed asymmetric allylic amination of Morita–Baylis–Hillman carbonates derived from isatins afforded an electrophilic pathway to access multifunctional oxindoles bearing a C3-quaternary stereocenter, provided with good to excellent enantioselectivity (up to 94% ee) and in high yields (up to 97%).