The Total Synthesis of Chondrochloren A

The first total synthesis of chondrochloren A is accomplished using a 1,2‐metallate rearrangement addition as an alternative for the Nozaki‐Hiyama‐Kishi reaction. This transformation also avoids the inherent challenges of this polyketide segment and provides a new, unprecedented strategy to assemble...

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Autores principales: Linne, Yannick, Bonandi, Elisa, Tabet, Christopher, Geldsetzer, Jan, Kalesse, Markus
Formato: Online Artículo Texto
Lenguaje:English
Publicado: John Wiley and Sons Inc. 2021
Materias:
Communications
Acceso en línea:https://www.ncbi.nlm.nih.gov/pmc/articles/PMC8048958/
https://www.ncbi.nlm.nih.gov/pubmed/33450788
http://dx.doi.org/10.1002/anie.202016072
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author Linne, Yannick
Bonandi, Elisa
Tabet, Christopher
Geldsetzer, Jan
Kalesse, Markus
author_facet Linne, Yannick
Bonandi, Elisa
Tabet, Christopher
Geldsetzer, Jan
Kalesse, Markus
author_sort Linne, Yannick
collection PubMed
description The first total synthesis of chondrochloren A is accomplished using a 1,2‐metallate rearrangement addition as an alternative for the Nozaki‐Hiyama‐Kishi reaction. This transformation also avoids the inherent challenges of this polyketide segment and provides a new, unprecedented strategy to assemble polyketidal frameworks. The formation of the Z‐enamide is accomplished using a Z‐selective cross coupling of the corresponding amide to a Z‐vinyl bromide.
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spelling pubmed-80489582021-04-20 The Total Synthesis of Chondrochloren A Linne, Yannick Bonandi, Elisa Tabet, Christopher Geldsetzer, Jan Kalesse, Markus Angew Chem Int Ed Engl Communications The first total synthesis of chondrochloren A is accomplished using a 1,2‐metallate rearrangement addition as an alternative for the Nozaki‐Hiyama‐Kishi reaction. This transformation also avoids the inherent challenges of this polyketide segment and provides a new, unprecedented strategy to assemble polyketidal frameworks. The formation of the Z‐enamide is accomplished using a Z‐selective cross coupling of the corresponding amide to a Z‐vinyl bromide. John Wiley and Sons Inc. 2021-02-25 2021-03-22 /pmc/articles/PMC8048958/ /pubmed/33450788 http://dx.doi.org/10.1002/anie.202016072 Text en © 2021 The Authors. Angewandte Chemie International Edition published by Wiley-VCH GmbH https://creativecommons.org/licenses/by-nc-nd/4.0/This is an open access article under the terms of the http://creativecommons.org/licenses/by-nc-nd/4.0/ (https://creativecommons.org/licenses/by-nc-nd/4.0/) License, which permits use and distribution in any medium, provided the original work is properly cited, the use is non‐commercial and no modifications or adaptations are made.
spellingShingle Communications
Linne, Yannick
Bonandi, Elisa
Tabet, Christopher
Geldsetzer, Jan
Kalesse, Markus
The Total Synthesis of Chondrochloren A
title The Total Synthesis of Chondrochloren A
title_full The Total Synthesis of Chondrochloren A
title_fullStr The Total Synthesis of Chondrochloren A
title_full_unstemmed The Total Synthesis of Chondrochloren A
title_short The Total Synthesis of Chondrochloren A
title_sort total synthesis of chondrochloren a
topic Communications
url https://www.ncbi.nlm.nih.gov/pmc/articles/PMC8048958/
https://www.ncbi.nlm.nih.gov/pubmed/33450788
http://dx.doi.org/10.1002/anie.202016072
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