ArticleAngewandte Chemie (International ed. in English)2017
A Highly Efficient Synthesis of Z-Macrocycles Using Stereoretentive, Ruthenium-Based Metathesis Catalysts.
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 9 papers.
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Who cites it
9 citing papers in PubMed.
- Ruthenium-based catalysts bearing unsymmetrical NHCs for specific olefin metathesis applications.RSC advances · 2026Article
- Unsaturated Macrolactones from Renewable Feedstocks: Synthesis, Ring-Opening Polymerization and Application Prospects.International journal of molecular sciences · 2025Review
- Preserving precise choreography of bonds in Z-stereoretentive olefin metathesis by using quinoxaline-2,3-dithiolate ligand.Nature communications · 2024Article
- Unexpected Latency ofOrganometallics · 2023Article
- Article
- Living β-selective cyclopolymerization using Ru dithiolate catalysts.Chemical science · 2019Article
- A concise route to virginiamycin M2.Tetrahedron · 2019Article
- Using stereoretention for the synthesis ofChemical science · 2018Article
- A tutorial review of stereoretentive olefin metathesis based on ruthenium dithiolate catalysts.Beilstein journal of organic chemistry · 2018Review
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2 authors.
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Abstract
A highly efficient, Z-selective ring-closing metathesis system for the formation of macrocycles using a stereoretentive, ruthenium-based catalyst supported by a dithiolate ligand is reported. The catalyst is remarkably active as observed in initiation experiments showing complete catalyst initiation at -20 °C within 10 minutes. Macrocyclization reactions generated Z-products from easily accessible diene starting materials bearing a Z-olefin moiety. This approach provides a more efficient and selective route to Z-macrocycles relative to previously reported systems. Reactions were completed within shorter reaction times, and turnover numbers of up to 100 could be achieved. Macrocyclic lactones ranging in size from twelve- to seventeen-membered rings were synthesized in moderate to high yields (67-79 %) with excellent Z-selectivity (95-99 %).
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