ArticleAngewandte Chemie (International ed. in English)2020
Total Synthesis of (+)-Cornexistin.
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 7 papers.
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Who cites it
7 citing papers in PubMed.
- Hirocidins, Cytotoxic Metabolites from Streptomyces hiroshimensis, Induce Mitochondrion-Mediated Apoptosis.Angewandte Chemie (International ed. in English) · 2024Article
- Synthesis of Waixenicin A: Exploring Strategies for Nine-Membered Ring Formation.Chemistry (Weinheim an der Bergstrasse, Germany) · 2024Article
- Investigations into Simplified Analogues of the Herbicidal Natural Product (+)-Cornexistin.Chemistry (Weinheim an der Bergstrasse, Germany) · 2023Article
- Total Syntheses of (+)-Waixenicin A, (+)-9-Deacetoxy-14,15-deepoxyxeniculin, and (-)-Xeniafaraunol A.Journal of the American Chemical Society · 2023Article
- Maleidride biosynthesis - construction of dimeric anhydrides - more than just heads or tails.Natural product reports · 2023Review
- Evolution of a Strategy for the Total Synthesis of (+)-Cornexistin.Chemistry (Weinheim an der Bergstrasse, Germany) · 2021Article
- Total Synthesis of (+)-Cornexistin.Angewandte Chemie (International ed. in English) · 2020Article
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Authors and funding
4 authors.
Funding
No grant is acknowledged in the PubMed record.
Abstract
Herein, we describe the first total synthesis of (+)-cornexistin as well as its 8-epi-isomer starting from malic acid. The robust and scalable route features a Nozaki-Hiyama-Kishi reaction, an auxiliary-controlled syn-Evans-aldol reaction, and a highly efficient intramolecular alkylation to form the nine-membered carbocycle. The delicate maleic anhydride moiety of the nonadride skeleton was constructed from a β-keto nitrile. The developed route enabled the synthesis of 165 mg (+)-cornexistin.
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