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Total Synthesis of (±)-Sceptrin

[Image: see text] A four-step synthesis of the dimeric pyrrole–imidazole alkaloid sceptrin is reported. The brevity of the route is based on a simple solution developed for selective assembly of the cyclobutane core of the natural product. The photochemical intermolecular [2 + 2] dimerization of a u...

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Detalles Bibliográficos
Autores principales: Nguyen, Long V., Jamison, Timothy F.
Formato: Online Artículo Texto
Lenguaje:English
Publicado: American Chemical Society 2020
Acceso en línea:https://www.ncbi.nlm.nih.gov/pmc/articles/PMC7476034/
https://www.ncbi.nlm.nih.gov/pubmed/32379973
http://dx.doi.org/10.1021/acs.orglett.0c01381
Descripción
Sumario:[Image: see text] A four-step synthesis of the dimeric pyrrole–imidazole alkaloid sceptrin is reported. The brevity of the route is based on a simple solution developed for selective assembly of the cyclobutane core of the natural product. The photochemical intermolecular [2 + 2] dimerization of a useful hymenidin surrogate enables direct entry to this enigmatic class of biologically active marine secondary metabolites.