ArticleOrganic letters2017
Platinum-Catalyzed α,β-Unsaturated Carbene Formation in the Formal Syntheses of Frondosin B and Liphagal.
Article in Organic letters, 2017. The graph could read no effect estimate from its abstract, so it casts no vote on the map. Cited by 4 papers.
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Who cites it
4 citing papers in PubMed, 29 citations in OpenAlex.
- Synthesis of Tricyclic Pterolobirin H Analogue: Evaluation of Anticancer and Anti-Inflammatory Activities and Molecular Docking Investigations.Molecules (Basel, Switzerland) · 2023Article
- Regioselectivity Influences in Platinum-Catalyzed Intramolecular Alkyne O-H and N-H Additions.Organic letters · 2019Article
- Total Synthesis of Bioactive Marine Meroterpenoids: The Cases of Liphagal and Frondosin B.Marine drugs · 2018Review
- Platinum-Catalyzed Allylation of 2,3-Disubstituted Indoles with Allylic Acetates.Molecules (Basel, Switzerland) · 2017Article
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Authors and funding
5 authors at 1 institution in 1 country.
Funding
Abstract
Formal syntheses of tetracyclic terpenoids frondosin B and liphagal are described. Both synthetic routes rely on the use of platinum-catalyzed α,β-unsaturated carbene formation for the key C-C bond forming transformations. The successful route toward frondosin B utilizes a formal (4 + 3) cycloaddition, while the liphagal synthesis features the vinylogous addition of an enol nucleophile as a key step. Both synthetic routes are discussed, revealing insights into structural requirements in the catalytic α,β-unsaturated carbene reaction manifold.
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