ArticleJournal of the American Chemical Society2013
Stereoselective access to Z and E macrocycles by ruthenium-catalyzed Z-selective ring-closing metathesis and ethenolysis.
Article in Journal of the American Chemical Society, 2013. The graph could read no effect estimate from its abstract, so it casts no vote on the map. Cited by 32 papers.
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Who cites it
32 citing papers in PubMed, 147 citations in OpenAlex.
- Divergent and programmable skeletal remodeling of complex macrocycles with a small method set.Science (New York, N.Y.) · 2026Article
- Divergent access to E- or Z-trisubstituted medium-sized cycloalkenes by Pd-catalysed cycloaddition.Nature chemistry · 2025Article
- Article
- 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
- Intermolecular C-C/C-N σ-bond metathesis enabled by visible light.Chemical science · 2024Article
- Catalysis with cycloruthenated complexes.Chemical science · 2022Review
- Light-Activated Olefin Metathesis: Catalyst Development, Synthesis, and Applications.Accounts of chemical research · 2020Article
- 1,2,3-Triazolium macrocycles in supramolecular chemistry.Beilstein journal of organic chemistry · 2019Review
- Recent advances in ruthenium-based olefin metathesis.Chemical Society reviews · 2018Review
- An Initiation Kinetics Prediction Model Enables Rational Design of Ruthenium Olefin Metathesis Catalysts Bearing Modified Chelating Benzylidenes.ACS catalysis · 2018Article
- Using stereoretention for the synthesis ofChemical science · 2018Article
- Formation of macrocyclic ring systems by carbonylation of trifunctional P/B/B frustrated Lewis pairs.Chemical science · 2018Article
- A Highly Efficient Synthesis of Z-Macrocycles Using Stereoretentive, Ruthenium-Based Metathesis Catalysts.Angewandte Chemie (International ed. in English) · 2017Article
- Article
- Cationic ruthenium alkylidene catalysts bearing phosphine ligands.Dalton transactions (Cambridge, England : 2003) · 2016Article
- Identification, synthesis and mass spectrometry of a macrolide from the African reed frogBeilstein journal of organic chemistry · 2016Article
- Stereoselective synthesis of macrocyclic peptides via a dual olefin metathesis and ethenolysis approach.Chemical science · 2015Article
- Tandem Z-Selective Cross-Metathesis/Dihydroxylation: Synthesis of anti-1,2-Diols.Angewandte Chemie (International ed. in English) · 2015Article
- Article
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Authors and funding
4 authors at 1 institution in 1 country.
Funding
Abstract
The first report of Z-selective macrocyclizations using a ruthenium-based metathesis catalyst is described. The selectivity for Z macrocycles is consistently high for a diverse set of substrates with a variety of functional groups and ring sizes. The same catalyst was also employed for the Z-selective ethenolysis of a mixture of E and Z macrocycles, providing the pure E isomer. Notably, an ethylene pressure of only 1 atm was required. These methodologies were successfully applied to the construction of several olfactory macrocycles as well as the formal total synthesis of the cytotoxic alkaloid motuporamine C.
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Registered trials
Read under generation 80e0d062 · epoch 390. Bibliography from PubMed, PubMed Central and OpenAlex; grants from NIH RePORTER; trial links from ClinicalTrials.gov; estimates, votes and beliefs from the OpenQuestion graph.