Total Synthesis of a Pancratistatin/Shikimic Acid Hybrid Analogue
Abstract: Pancratistatin and structurally related narciclasine are natural products of great interest as they display potent and selective activities against various diseases. A concise synthesis of a functionalised pancratistatin framework, via a Heck reaction and subsequent cyclisation, is reported. The unfunctionalised model core of pancratistatin was synthesised from 1‐cyclohexene‐1‐carboxylic acid in two steps in 50 % yield. A modified route was then successfully applied to (−)‐shikimic acid to afford a novel pancratistatin/shikimic acid hybrid analogue that possesses three stereo‐defined hydroxyl groups in the C‐ring.
- Location
-
Deutsche Nationalbibliothek Frankfurt am Main
- Extent
-
Online-Ressource
- Language
-
Englisch
- Bibliographic citation
-
Total Synthesis of a Pancratistatin/Shikimic Acid Hybrid Analogue ; day:29 ; month:01 ; year:2024 ; extent:8
European journal of organic chemistry ; (29.01.2024) (gesamt 8)
- Creator
-
Azubuike, Darlington
Di Iulio, Gemma A.
Caggiano, Lorenzo
- DOI
-
10.1002/ejoc.202301247
- URN
-
urn:nbn:de:101:1-2024012914235268705709
- Rights
-
Open Access; Der Zugriff auf das Objekt ist unbeschränkt möglich.
- Last update
-
15.08.2025, 7:38 AM CEST
Data provider
This object is provided by:
Deutsche Nationalbibliothek. If you have any questions about the object, please contact the data provider.
Deutsche Nationalbibliothek. If you have any questions about the object, please contact the data provider.
Associated
- Azubuike, Darlington
- Di Iulio, Gemma A.
- Caggiano, Lorenzo
Other Objects (12)
Total Synthesis of (–)-Berkelic Acid
Total Synthesis of (±)-Lysergic Acid
Total Synthesis of Endiandric Acids
Total Synthesis of (±)-Marasmic Acid
Total Synthesis of (+)-Dihydropleurotinic Acid
Total Synthesis of (+)-Zaragozic Acid C
Total Synthesis of Zaragozic Acid C
Synthesis of a Telithromycin Analogue
The First Total Synthesis of Lysergic Acid
Efficient Synthesis of Pyrazinoic Acid Hybrid Conjugates
Synthesis of a xylo-Puromycin Analogue
Total Synthesis of Saxitoxin and 11-Saxitoxinethanoic Acid
Total Synthesis of (–)-Berkelic Acid
Total Synthesis of (±)-Lysergic Acid
Total Synthesis of Endiandric Acids
Total Synthesis of (±)-Marasmic Acid
Total Synthesis of (+)-Dihydropleurotinic Acid
Total Synthesis of (+)-Zaragozic Acid C
Total Synthesis of Zaragozic Acid C
Synthesis of a Telithromycin Analogue
The First Total Synthesis of Lysergic Acid
Efficient Synthesis of Pyrazinoic Acid Hybrid Conjugates
Synthesis of a xylo-Puromycin Analogue
Total Synthesis of Saxitoxin and 11-Saxitoxinethanoic Acid
Total Synthesis of (–)-Berkelic Acid
Total Synthesis of (±)-Lysergic Acid
Total Synthesis of Endiandric Acids
Total Synthesis of (±)-Marasmic Acid
Total Synthesis of (+)-Dihydropleurotinic Acid
Total Synthesis of (+)-Zaragozic Acid C
Total Synthesis of Zaragozic Acid C
Synthesis of a Telithromycin Analogue
The First Total Synthesis of Lysergic Acid
Efficient Synthesis of Pyrazinoic Acid Hybrid Conjugates
Synthesis of a xylo-Puromycin Analogue