ArticleAngewandte Chemie (International ed. in English)2025
Concise Synthesis of Cyctetryptomycin A and B Enabled by Zr-Catalyzed Dimerization.
Article in Angewandte Chemie (International ed. in English), 2025. The graph could read no effect estimate from its abstract, so it casts no vote on the map. Cited by 5 papers.
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5 citing papers in PubMed.
- Unified Synthesis Platform for 1,2,3-Trisubstituted Cyclopentadienyl Ligands Decouples Sterics from Electronics.Journal of the American Chemical Society · 2026Article
- Zirconocene(III) in Organic Synthesis: Does the Ugly Duckling Become a Swan?International journal of molecular sciences · 2026Review
- Advances in Zr-mediated radical transformations and applications to total synthesis.Beilstein journal of organic chemistry · 2026Review
- Total Synthesis and Anticancer Study of (+)-Verticillin A.Journal of the American Chemical Society · 2025Article
- Concise Synthesis of Cyctetryptomycin A and B Enabled by Zr-Catalyzed Dimerization.Angewandte Chemie (International ed. in English) · 2025Article
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14 authors.
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Abstract
A concise synthetic strategy utilizing a Zr catalyst for the construction of cyctetryptomycin A and B is reported. Cyctetryptomycin A and B are recently isolated, complex tetrameric natural products for which total synthesis has not been previously reported. This study presents a practical approach for the construction of two consecutive quaternary carbon centers with a Zr catalyst. Furthermore, the first total synthesis of cyctetryptomycin A and B was achieved by this Zr-catalyzed radical coupling. The radical dimerization reaction mediated by the Zr catalyst required 1,2-bis(diphenylphosphino)ethane (dppe) as an indispensable additive. Through both experimental and theoretical investigations into the mechanism of this Zr-catalyzed reaction, the specific role of dppe was elucidated. In addition, the synthetic approach was extended to enable the practical synthesis of other dimeric natural products, including tetratryptomycin A, dibrevianamide F, and ditryptophenaline. Finally, the synthetic mechanism of cyctetryptomycin A and B, through the oxidative macrocyclization of tetratryptomycin A by CttpC, was newly elucidated by both experimental and docking simulations.
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