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Diels–Alder Construction of Regiodifferentiated meta-Amino Phenols and Derivatives

[Image: see text] Synthetic access to regiodifferentiated meta-amino phenols is described. The strategy relies upon distinct deprotonation conditions to afford regioisomeric thermodynamic and kinetic dienes that undergo a tandem Diels–Alder and retro-Diels–Alder sequence with assorted acetylenic die...

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Detalles Bibliográficos
Autores principales: Weaver, Marisa G., Bai, Wen-Ju, Jackson, Stephen K., Pettus, Thomas R. R.
Formato: Online Artículo Texto
Lenguaje:English
Publicado: American Chemical Society 2014
Acceso en línea:https://www.ncbi.nlm.nih.gov/pmc/articles/PMC3993616/
https://www.ncbi.nlm.nih.gov/pubmed/24524325
http://dx.doi.org/10.1021/ol4034447
Descripción
Sumario:[Image: see text] Synthetic access to regiodifferentiated meta-amino phenols is described. The strategy relies upon distinct deprotonation conditions to afford regioisomeric thermodynamic and kinetic dienes that undergo a tandem Diels–Alder and retro-Diels–Alder sequence with assorted acetylenic dienophiles to afford a range of aromatic products.