ArticleJournal of the American Chemical Society2011
Control of olefin geometry in macrocyclic ring-closing metathesis using a removable silyl group.
Article in Journal of the American Chemical Society, 2011. The graph could read no effect estimate from its abstract, so it casts no vote on the map. Cited by 12 papers.
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Who cites it
12 citing papers in PubMed.
- Traceless Acetal-Directed Catalytic Hydrosilylation of Propargyl Acetates Harnessing theACS catalysis · 2024Article
- E- and Z-trisubstituted macrocyclic alkenes for natural product synthesis and skeletal editing.Nature chemistry · 2022Article
- A Highly Efficient Synthesis of Z-Macrocycles Using Stereoretentive, Ruthenium-Based Metathesis Catalysts.Angewandte Chemie (International ed. in English) · 2017Article
- Phosphate Tether-Mediated Ring-Closing Metathesis for the Generation of P-Stereogenic, Z-Configured Bicyclo[7.3.1]- and Bicyclo[8.3.1]phosphates.The Journal of organic chemistry · 2016Article
- Stereoselective synthesis of macrocyclic peptides via a dual olefin metathesis and ethenolysis approach.Chemical science · 2015Article
- Z-Selective olefin metathesis on peptides: investigation of side-chain influence, preorganization, and guidelines in substrate selection.Journal of the American Chemical Society · 2014Article
- Macrocyclic drugs and synthetic methodologies toward macrocycles.Molecules (Basel, Switzerland) · 2013Review
- Molybdenum-based complexes with two aryloxides and a pentafluoroimido ligand: catalysts for efficient Z-selective synthesis of a macrocyclic trisubstituted alkene by ring-closing metathesis.Angewandte Chemie (International ed. in English) · 2013Article
- Stereoselective access to Z and E macrocycles by ruthenium-catalyzed Z-selective ring-closing metathesis and ethenolysis.Journal of the American Chemical Society · 2013Article
- Effects of alkali metal ion cationization on fragmentation pathways of triazole-epothilone.Journal of the American Society for Mass Spectrometry · 2012Article
- Improved ruthenium catalysts for Z-selective olefin metathesis.Journal of the American Chemical Society · 2012Article
- Synthesis of macrocyclic natural products by catalyst-controlled stereoselective ring-closing metathesis.Nature · 2011Article
Corrections and comments
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Authors and funding
6 authors.
Funding
Abstract
Introducing a silyl group at one of the internal olefin positions in diolefinic substrates results in E-selective olefin formation in macrocyclic ring-forming metathesis. The application of this method to a range of macrocyclic (E)-alkenylsiloxanes is described. Protodesilylation of alkenylsiloxane products yields novel Z-configured macrocycles.
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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.