Number of the records: 1
Unified Total Synthesis of Diverse Meroterpenoids from Ganoderma Applanatum
- 1.0559131 - ÚOCHB 2023 RIV US eng J - Journal Article
Šimek, Michal - Bártová, Kateřina - Issad, Samy - Hájek, Miroslav - Císařová, I. - Jahn, Ullrich
Unified Total Synthesis of Diverse Meroterpenoids from Ganoderma Applanatum.
Organic Letters. Roč. 24, č. 25 (2022), s. 4552-4556. ISSN 1523-7060. E-ISSN 1523-7052
R&D Projects: GA ČR(CZ) GA16-18513S
Institutional support: RVO:61388963
Keywords : mild * debenzylation * aldehydes
OECD category: Organic chemistry
Impact factor: 5.2, year: 2022
Method of publishing: Limited access
https://doi.org/10.1021/acs.orglett.2c01633
A unified approach to meroterpenoids applanatumols B, V, W, X, and Y produced by the medicinal fungus Ganoderma applanatum and 2′-epi-spiroapplanatumine O is presented. The key synthetic sequence consists of a tandem anionic ketone allylation/oxy-Cope rearrangement/α-oxygenation furnishing an α-aminoxy ketone and a persistent radical effect-based 5-exo-trig cyclization leading to the trisubstituted cyclopentane core. The relative configuration of applanatumol V has to be revised. Some compounds display significant cytotoxic and antioxidant properties.
Permanent Link: https://hdl.handle.net/11104/0332550
Research data: CCDC, CCDC, CCDC, CCDC, CCDC
Number of the records: 1