Gram‐scale Access to (3,11)‐Cyclotaxanes – Synthesis of 1‐Hydroxytaxuspine C

Kurzanzeige
dc.contributor.authorSchoch, Philipp
dc.contributor.authorKrivolapova, Yulia
dc.contributor.authorSchneider, Fabian
dc.contributor.authorPan, Lu
dc.contributor.authorGaich, Tanja
dc.date.accessioned2025-07-25T09:00:46Z
dc.date.available2025-07-25T09:00:46Z
dc.date.issued2025-08-25
dc.description.abstractHerein we present the semi‐synthesis of complex taxane diterpenoid 1‐hydroxytaxuspine C. Starting from cheap and abundant 10‐deacetylbaccatin III, a scalable and robust route was developed, enabling an unprecedented gram‐scale access to the intricate (3,11)‐cyclotaxane scaffold. In addition, this represents the first synthetic access to C1‐hydroxylated cyclotaxanes. The natural product is synthesized in 17 steps, with the reactions being performed on decagram‐scale up to an advanced intermediate, establishing the scalability of this approach.
dc.description.versionpublisheddeu
dc.identifier.doi10.1002/anie.202506245
dc.identifier.ppn1938569695
dc.identifier.urihttps://kops.uni-konstanz.de/handle/123456789/74132
dc.language.isoeng
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dc.subject.ddc540
dc.titleGram‐scale Access to (3,11)‐Cyclotaxanes – Synthesis of 1‐Hydroxytaxuspine Ceng
dc.typeJOURNAL_ARTICLE
dspace.entity.typePublication
kops.citation.bibtex
@article{Schoch2025-08-25Grams-74132,
  title={Gram‐scale Access to (3,11)‐Cyclotaxanes – Synthesis of 1‐Hydroxytaxuspine C},
  year={2025},
  doi={10.1002/anie.202506245},
  number={35},
  volume={64},
  issn={1433-7851},
  journal={Angewandte Chemie International Edition},
  author={Schoch, Philipp and Krivolapova, Yulia and Schneider, Fabian and Pan, Lu and Gaich, Tanja},
  note={Article Number: e202506245}
}
kops.citation.iso690SCHOCH, Philipp, Yulia KRIVOLAPOVA, Fabian SCHNEIDER, Lu PAN, Tanja GAICH, 2025. Gram‐scale Access to (3,11)‐Cyclotaxanes – Synthesis of 1‐Hydroxytaxuspine C. In: Angewandte Chemie International Edition. Wiley. 2025, 64(35), e202506245. ISSN 1433-7851. eISSN 1521-3773. Verfügbar unter: doi: 10.1002/anie.202506245deu
kops.citation.iso690SCHOCH, Philipp, Yulia KRIVOLAPOVA, Fabian SCHNEIDER, Lu PAN, Tanja GAICH, 2025. Gram‐scale Access to (3,11)‐Cyclotaxanes – Synthesis of 1‐Hydroxytaxuspine C. In: Angewandte Chemie International Edition. Wiley. 2025, 64(35), e202506245. ISSN 1433-7851. eISSN 1521-3773. Available under: doi: 10.1002/anie.202506245eng
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