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[6π] Photocyclization to cis-Hexahydrocarbazol-4-ones: Substrate Modification, Mechanism, and Scope

[Image: see text] Upon irradiation at λ = 366 nm, tertiary N-alkoxycarbonyl-N-aryl-β-enaminones furnished exclusively the trans-hexahydrocarbazol-4-ones by a conrotatory [6π] photocyclization but epimerized on silica to cis-hexahydrocarbazol-4-ones (14 examples, 44–98% yield). The acceptor substitut...

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Detalles Bibliográficos
Autores principales: Modha, Sachin G., Pöthig, Alexander, Dreuw, Andreas, Bach, Thorsten
Formato: Online Artículo Texto
Lenguaje:English
Publicado: American Chemical Society 2019
Acceso en línea:https://www.ncbi.nlm.nih.gov/pmc/articles/PMC6362434/
https://www.ncbi.nlm.nih.gov/pubmed/30648858
http://dx.doi.org/10.1021/acs.joc.8b03144