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Total Synthesis of Resveratrone and iso‐Resveratrone

The first total synthesis of resveratrone and iso‐resveratrone based on an epoxide olefination approach is described. The pivotal reaction proceeds by insertion of the lithiated epoxide into a boronic ester and subsequent syn‐elimination. Resveratrone has been described to have remarkable photophysi...

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Detalles Bibliográficos
Autores principales: Fritsch, Stefan, Aldemir, Nazli, Balszuweit, Jan, Bojaryn, Kevin, Voskuhl, Jens, Hirschhäuser, Christoph
Formato: Online Artículo Texto
Lenguaje:English
Publicado: John Wiley and Sons Inc. 2022
Materias:
Acceso en línea:https://www.ncbi.nlm.nih.gov/pmc/articles/PMC9278093/
https://www.ncbi.nlm.nih.gov/pubmed/35770975
http://dx.doi.org/10.1002/open.202200098
Descripción
Sumario:The first total synthesis of resveratrone and iso‐resveratrone based on an epoxide olefination approach is described. The pivotal reaction proceeds by insertion of the lithiated epoxide into a boronic ester and subsequent syn‐elimination. Resveratrone has been described to have remarkable photophysical properties, including two‐photon absorption. Therefore, an azide derivative has been prepared to allow for use as a biological label.