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:
Research Articles
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
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author Fritsch, Stefan
Aldemir, Nazli
Balszuweit, Jan
Bojaryn, Kevin
Voskuhl, Jens
Hirschhäuser, Christoph
author_facet Fritsch, Stefan
Aldemir, Nazli
Balszuweit, Jan
Bojaryn, Kevin
Voskuhl, Jens
Hirschhäuser, Christoph
author_sort Fritsch, Stefan
collection PubMed
description 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.
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spelling pubmed-92780932022-07-15 Total Synthesis of Resveratrone and iso‐Resveratrone Fritsch, Stefan Aldemir, Nazli Balszuweit, Jan Bojaryn, Kevin Voskuhl, Jens Hirschhäuser, Christoph ChemistryOpen Research Articles 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. John Wiley and Sons Inc. 2022-06-30 /pmc/articles/PMC9278093/ /pubmed/35770975 http://dx.doi.org/10.1002/open.202200098 Text en © 2022 The Authors. Published by Wiley-VCH GmbH https://creativecommons.org/licenses/by/4.0/This is an open access article under the terms of the http://creativecommons.org/licenses/by/4.0/ (https://creativecommons.org/licenses/by/4.0/) License, which permits use, distribution and reproduction in any medium, provided the original work is properly cited.
spellingShingle Research Articles
Fritsch, Stefan
Aldemir, Nazli
Balszuweit, Jan
Bojaryn, Kevin
Voskuhl, Jens
Hirschhäuser, Christoph
Total Synthesis of Resveratrone and iso‐Resveratrone
title Total Synthesis of Resveratrone and iso‐Resveratrone
title_full Total Synthesis of Resveratrone and iso‐Resveratrone
title_fullStr Total Synthesis of Resveratrone and iso‐Resveratrone
title_full_unstemmed Total Synthesis of Resveratrone and iso‐Resveratrone
title_short Total Synthesis of Resveratrone and iso‐Resveratrone
title_sort total synthesis of resveratrone and iso‐resveratrone
topic Research Articles
url 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
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