ArticleAngewandte Chemie (International ed. in English)2020
A Concise Total Synthesis of (+)-Waihoensene Guided by Quaternary Center Analysis.
Article in Angewandte Chemie (International ed. in English), 2020. The graph could read no effect estimate from its abstract, so it casts no vote on the map. Cited by 16 papers.
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Who cites it
16 citing papers in PubMed.
- NiH-Catalyzed Enantioconvergent α-Alkenylation of Carbonyl Compounds via Markovnikov Alkyne Hydronickellation.Angewandte Chemie (International ed. in English) · 2026Article
- Advances in the Total Synthesis of Angular Triquinane-Type Natural Products.Molecules (Basel, Switzerland) · 2025Review
- Asymmetric Total Synthesis of Leptosphin C.Organic letters · 2025Article
- Stereo-Differentiating Asymmetric Rh(I)-Catalyzed Pauson-Khand Reaction: A DFT-Informed Approach to Thapsigargin Stereoisomers.Journal of the American Chemical Society · 2025Article
- Creation of a Chiral All-Carbon Quaternary Center Induced by CFOrganic letters · 2024Article
- Finding activity through rigidity: syntheses of natural products containing tricyclic bridgehead carbon centers.Natural product reports · 2023Review
- Total Synthesis of Terpenes and Their Biological Significance: A Critical Review.Pharmaceuticals (Basel, Switzerland) · 2022Review
- An efficient approach to angular tricyclic molecular architecture via Nazarov-like cyclization and double ring-expansion cascade.Nature communications · 2022Article
- Total syntheses of strained polycyclic terpenes.Chemical communications (Cambridge, England) · 2022Review
- Synthetic study toward the diterpenoid aberrarone.Beilstein journal of organic chemistry · 2022Article
- Concise and Stereoselective Total Syntheses of Annotinolides C, D, and E.Journal of the American Chemical Society · 2021Article
- Total Synthesis of the Diterpene Waihoensene.Angewandte Chemie (International ed. in English) · 2021Article
- Synthesis of Cyclohexane-Angularly-Fused Triquinanes.Synthesis · 2021Article
- Sulfonate N-Heterocyclic Carbene-Copper Complexes: Uniquely Effective Catalysts for Enantioselective Synthesis of C-C, C-B, C-H, and C-Si Bonds.Angewandte Chemie (International ed. in English) · 2020Review
- Total syntheses of spiroviolene and spirograterpene A: a structural reassignment with biosynthetic implications.Chemical science · 2020Article
- Contiguous Quaternary Carbons: A Selection of Total Syntheses.Molecules (Basel, Switzerland) · 2020Review
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4 authors.
Funding
Abstract
The four contiguous all-carbon quaternary centers of waihoensene, coupled with the absence of any traditional reactive functional groups other than a single alkene, render it a particularly challenging synthetic target among angular triquinane natural products. Here, we show that its polycyclic frame can be assembled concisely by using a strategically chosen quaternary center to guide the formation of the other three through judiciously selected C-C bond formation reactions. Those events, which included a unique Conia-ene cyclization and a challenging Pauson-Khand reaction, afforded a 17-step synthesis of the molecule in enantioenriched form.
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