ArticleJournal of the American Chemical Society2023
An Enantiospecific Synthesis of Isoneoamphilectane Confirms Its Strained Tricyclic Structure.
Article in Journal of the American Chemical Society, 2023. 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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4 citing papers in PubMed.
- Molecular rearrangements as powerful tools in diversity-oriented natural products synthesis: a review.RSC advances · 2026Review
- Merging Photoexcited Nitroarenes with Lewis Acid Catalysis for the Anti-Markovnikov Oxidation of Alkenes.Organic letters · 2025Article
- Total synthesis of (-)-cylindrocyclophane A facilitated by C-H functionalization.Science (New York, N.Y.) · 2024Article
- A Divergent Synthesis of Numerous Pyrroloiminoquinone Alkaloids Identifies Promising Antiprotozoal Agents.Journal of the American Chemical Society · 2024Article
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Authors and funding
4 authors.
Funding
Abstract
We describe a total synthesis of the rare isocyanoterpene natural product isoneoamphilectane and two of its unnatural diastereomers. The significantly strained ring system of the reported natural product─along with a hypothesis about a biosynthetic relationship to related family members─inspired us to consider a potential misassignment in the structure's relative configuration. As a result, we initially targeted two less strained, more accessible, stereoisomers of the reported natural product. When these compounds failed to exhibit spectroscopic data that matched those of isoneoamphilectane, we embarked on a synthesis of the originally proposed strained structure via an approach that hinged on a challenging
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