Kratena, N., Weil, M., & Gärtner, P. (2023). A biomimetic approach for the concise total synthesis of greenwaylactams A-C. Organic and Biomolecular Chemistry, 21(31), 6317–6319. https://doi.org/10.1039/d3ob01001e
E163-03-3 - Forschungsgruppe Stereoselektive und nachhaltige Chemie E163-03-2 - Forschungsgruppe Molekulare Chemie und Chemische Biologie E164-05-1 - Forschungsgruppe Experimentelle Strukturchemie
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Journal:
Organic and Biomolecular Chemistry
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ISSN:
1477-0520
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Date (published):
21-Aug-2023
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Number of Pages:
3
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Publisher:
ROYAL SOC CHEMISTRY
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Peer reviewed:
Yes
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Keywords:
racemuc total synthesis; sesquiterpenoid alkaloids; Witkop oxidation
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Abstract:
A concise, racemic total synthesis of three sesquiterpenoid alkaloids (greenwaylactams A-C) exhibiting an unprecedented 8-membered benzolactam is disclosed. Key transformations of this work include the ring expansion through cleavage of an indole via Witkop oxidation, as well as an HFIP mediated cationic cyclisation to build up the pentacyclic carbon skeleton.
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Research facilities:
Röntgenzentrum Zentrum für Kernspinresonanzspektroskopie
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Project (external):
Austrian Science Fund (FWF)
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Project ID:
J-4483
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Research Areas:
Materials Characterization: 50% Biological and Bioactive Materials: 50%
CC BY 3.0
