A General Entry to <i>Ganoderma</i> Meroterpenoids: Synthesis of Applanatumol E, H, and I, Lingzhilactone B, Meroapplanin B, and Lingzhiol
<i>Ganoderma</i> meroterpenoids are fungal derived hybrid natural product class containing a 1,2,4-trisubstituted benzene ring and a polycyclic terpenoid part. The representatives applanatumol E, H and I, lingzhilactone B, and meroapplanin B share the same bicyclic lactone moiety connected to the arene. Employing photo-Fries rearrangements as the key step enabled a general entry to these natural products. For the synthesis of the tetracyclic framework of lingzhiol, we made use of a powerful photoredox oxidative decarboxylation/Friedel-Crafts sequence.
Authors
- Alexander Rode
- Klaus Wurst (ORCID: https://orcid.org/0000-0002-8774-9051)
- Ondřej Kováč (ORCID: https://orcid.org/0000-0001-5721-5537)
- Thomas Magauer (ORCID: https://orcid.org/0000-0003-1290-9556)
- Nicolas Müller (ORCID: https://orcid.org/0000-0002-9505-2326)
Institutions
- Universität Innsbruck (AT)
- Palacký University Olomouc (CZ)
Publication Details
- Journal
- Organic Letters
- Published
- 2024-10-11
- DOI
- https://doi.org/10.1021/acs.orglett.4c03192
- Citations
- 10
- Primary Topic
- Fungal Biology and Applications
- Type
- article
- Field-Weighted Citation Impact
- 4.48
Funders
- European Commission
- Österreichischen Akademie der Wissenschaften
- Universität Innsbruck
- European Research Council
- Center for Molecular Biosciences, University of Innsbruck