ArticleAngewandte Chemie (International ed. in English)2021
Collective Total Synthesis of Casbane Diterpenes: One Strategy, Multiple Targets.
Article in Angewandte Chemie (International ed. in English), 2021. The graph could read no effect estimate from its abstract, so it casts no vote on the map. Cited by 24 papers.
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Who cites it
24 citing papers in PubMed.
- Cembrane- and Casbane-Type Diterpenes from the South China Sea Soft CoralMarine drugs · 2026Article
- Total Synthesis of Benthol A: The Nominal and the Actual Natural Product.Journal of the American Chemical Society · 2026Article
- Synthesis of depressin, cryptomeridiol and 4-Beilstein journal of organic chemistry · 2026Article
- Collective Total Synthesis of a Unique Class of Liverworts-Derived Cembrane Diterpenoids.Angewandte Chemie (International ed. in English) · 2025Article
- Iron-Catalyzed trans-Hydrostannation of Terminal Alkynes.Angewandte Chemie (International ed. in English) · 2025Article
- Review
- Article
- Total Synthesis of the Norcembranoid Scabrolide B and Its Transformation into Sinuscalide C, Ineleganolide, and Horiolide.Journal of the American Chemical Society · 2024Article
- Rhenium Alkyne Catalysis: Sterics Control the Reactivity.Inorganic chemistry · 2024Article
- Myrsinane-Type Diterpenes: A Comprehensive Review on Structural Diversity, Chemistry and Biological Activities.International journal of molecular sciences · 2023Review
- Generality-oriented optimization of enantioselective aminoxyl radical catalysis.Science (New York, N.Y.) · 2023Article
- Total Syntheses of Nominal and Actual Prorocentin.Journal of the American Chemical Society · 2023Article
- From Serendipity to Rational Design: Heteroleptic Dirhodium Amidate Complexes for Diastereodivergent Asymmetric Cyclopropanation.Journal of the American Chemical Society · 2022Article
- Total Synthesis of Mycinamicin IV as Integral Part of a Collective Approach to Macrolide Antibiotics.Chemistry (Weinheim an der Bergstrasse, Germany) · 2022Article
- Total Syntheses of Scabrolide A and Nominal Scabrolide B.Journal of the American Chemical Society · 2022Article
- Regioselective trans-Hydrostannation of Boron-Capped Alkynes.Chemistry (Weinheim an der Bergstrasse, Germany) · 2021Article
- Late-Stage Diversification: A Motivating Force in Organic Synthesis.Journal of the American Chemical Society · 2021Article
- The Structure of Cyclodecatriene Collinolactone, its Biosynthesis, and Semisynthetic Analogues: Effects of Monoastral Phenotype and Protection from Intracellular Oxidative Stress.Angewandte Chemie (International ed. in English) · 2021Article
- The Ascent of Alkyne Metathesis to Strategy-Level Status.Journal of the American Chemical Society · 2021Article
- A Unified Approach to Polycyclic Alkaloids of the Ingenamine Estate: Total Syntheses of Keramaphidin B, Ingenamine, and Nominal Njaoamine I.Journal of the American Chemical Society · 2021Article
Corrections and comments
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Authors and funding
3 authors.
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Abstract
Of the more than 100 casbane diterpenes known to date, only the eponymous parent hydrocarbon casbene itself has ever been targeted by chemical synthesis. Outlined herein is a conceptually new approach that brings not a single but a variety of casbane derivatives into reach, especially the more highly oxygenated and arguably more relevant members of this family. The key design elements are a catalyst-controlled intramolecular cyclopropanation with or without subsequent equilibration, chain extension of the resulting stereoisomeric cyclopropane building blocks by chemoselective hydroboration/cross-coupling, and the efficient closure of the strained macrobicyclic framework by ring-closing alkyne metathesis. A hydroxy-directed catalytic trans-hydrostannation allows for late-stage diversity. These virtues are manifested in the concise total syntheses of depressin, yuexiandajisu A, and ent-pekinenin C. The last compound turned out to be identical to euphorhylonal A, the structure of which had clearly been misassigned.
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