ArticleAngewandte Chemie (International ed. in English)2017
A Double Allylation Strategy for Gram-Scale Guaianolide Production: Total Synthesis of (+)-Mikanokryptin.
Article in Angewandte Chemie (International ed. in English), 2017. The graph could read no effect estimate from its abstract, so it casts no vote on the map. Cited by 11 papers.
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Who cites it
11 citing papers in PubMed.
- Asymmetric Total Synthesis of 4,9,10-Trihydroxyguaia-11(13)en-12,6-olide and Discovery of Its Anticancer Activity against Atypical Teratoid Rhabdoid Tumor.ACS central science · 2025Article
- Decoding Guaianolide Biosynthesis: Synthetic Insights into Pseudoguaianolides and Seco-Guaianolides.Organic letters · 2025Article
- Hypocretenolides: collective total syntheses and activities toward metastatic colon cancer.Chemical science · 2024Article
- Synthesis of Waixenicin A: Exploring Strategies for Nine-Membered Ring Formation.Chemistry (Weinheim an der Bergstrasse, Germany) · 2024Article
- Function-Oriented and Modular (+/-)-cis-Pseudoguaianolide Synthesis: Discovery of New Nrf2 Activators and NF-κB Inhibitors.Chemistry (Weinheim an der Bergstrasse, Germany) · 2021Article
- Enantioselective Total Synthesis of Andrographolide and 14-Hydroxy-Colladonin: Carbonyl Reductive Coupling and trans-Decalin Formation by Hydrogen Transfer.Angewandte Chemie (International ed. in English) · 2020Article
- Syntheses of Complex Terpenes from Simple Polyprenyl Precursors.Accounts of chemical research · 2020Review
- Allylative Approaches to the Synthesis of Complex Guaianolide Sesquiterpenes from Apiaceae and Asteraceae.Journal of the American Chemical Society · 2019Article
- Parthenolide Covalently Targets and Inhibits Focal Adhesion Kinase in Breast Cancer Cells.Cell chemical biology · 2019Article
- Divergent synthesis of thapsigargin analogs.Bioorganic & medicinal chemistry letters · 2018Article
- Enantioselective Synthesis of Vicinal All-Carbon Quaternary Centers via Iridium-Catalyzed Allylic Alkylation.Angewandte Chemie (International ed. in English) · 2018Article
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3 authors.
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Abstract
With over 5000 members isolated to date, sesquiterpene lactones represent a prolific source of medicinal agents with several derivatives in human clinical trials. The guaianolides, a major subset of this group, have been intensely investigated from both medicinal and chemical-synthesis perspectives for decades. To date, the myriad stereochemical permutations presented by this enormous family have precluded the synthesis of many unique members. Herein we report the total synthesis of the trans-fused 8,12-guaianolide (+)-mikanokryptin in 10 steps from (+)-carvone. Notably, this synthesis is the first gram-scale total synthesis of a guaianolide natural product.
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