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Studies toward Providencin: The Furanyl-Cyclobutanol Segment

[Image: see text] The furanocembranoid providencin remains an unconquered bastion, although the synthesis of 17-deoxyprovidencin—lacking a single −OH group—has been accomplished in the past. This paper describes a practical approach to a properly hydroxylated building block via an iridium-catalyzed...

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Detalles Bibliográficos
Autores principales: Spohr, Simon M., Fürstner, Alois
Formato: Online Artículo Texto
Lenguaje:English
Publicado: American Chemical Society 2023
Acceso en línea:https://www.ncbi.nlm.nih.gov/pmc/articles/PMC10012265/
https://www.ncbi.nlm.nih.gov/pubmed/36847332
http://dx.doi.org/10.1021/acs.orglett.3c00327
Descripción
Sumario:[Image: see text] The furanocembranoid providencin remains an unconquered bastion, although the synthesis of 17-deoxyprovidencin—lacking a single −OH group—has been accomplished in the past. This paper describes a practical approach to a properly hydroxylated building block via an iridium-catalyzed photosensitized intramolecular [2 + 2] cycloaddition as the key step. While an attempt to convert this compound into providencin via RCAM failed, it might well be elaborated into the natural product by adopting the literature route.