ArticleOrganic letters2017
Asymmetric Oxidative Coupling of Phenols and Hydroxycarbazoles.
Article in Organic letters, 2017. The graph could read no effect estimate from its abstract, so it casts no vote on the map. Cited by 20 papers.
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Who cites it
20 citing papers in PubMed.
- Overcoming the Limitations of Transition-Metal Catalysis in the Chemoenzymatic Dynamic Kinetic Resolution (DKR) of Atropisomeric Bisnaphthols.ACS central science · 2024Article
- Atroposelective catalysis.Nature reviews. Chemistry · 2024Review
- Total Syntheses of Clausenawallines A and E.Organic letters · 2024Article
- Recent advances in oxidative phenol coupling for the total synthesis of natural products.Natural product reports · 2024Review
- Asymmetric Total Synthesis of Chaetoglobin A.The Journal of organic chemistry · 2023Article
- Applications of Vanadium, Niobium, and Tantalum Complexes in Organic and Inorganic Synthesis.ACS organic & inorganic Au · 2023Review
- Atroposelective Synthesis of 2,2'-Bis(arylamino)-1,1'-biaryls by Oxidative Iron(III)- and Phosphoric Acid-Catalyzed C-C Coupling of Diarylamines.Chemistry (Weinheim an der Bergstrasse, Germany) · 2023Article
- An Enantioselective Suzuki-Miyaura Coupling To Form Axially Chiral Biphenols.Journal of the American Chemical Society · 2022Article
- Catalytic Oxidative Coupling of Phenols and Related Compounds.ACS catalysis · 2022Article
- Chemo- and regioselective cross-dehydrogenative coupling reaction of 3-hydroxycarbazoles with arenols catalyzed by a mesoporous silica-supported oxovanadium.RSC advances · 2021Article
- On the application of 3d metals for C-H activation toward bioactive compounds: The key step for the synthesis of silver bullets.Beilstein journal of organic chemistry · 2021Review
- Total Synthesis of Pyrolaside B: Phenol Trimerization through Sequenced Oxidative C-C and C-O Coupling.Angewandte Chemie (International ed. in English) · 2020Article
- Vanadium-Catalyzed Oxidative Intramolecular Coupling of Tethered Phenols: Formation of Phenol-Dienone Products.Organic letters · 2020Article
- Diastereoselective Synthesis of Benzoxanthenones.Chemistry, an Asian journal · 2020Article
- Synthetic Applications of Oxidative Aromatic Coupling-From Biphenols to Nanographenes.Angewandte Chemie (International ed. in English) · 2020Review
- The Diaryliodonium(III) Salts Reaction With Free-Radicals Enables One-Pot Double Arylation of Naphthols.Frontiers in chemistry · 2020Article
- Enantioselective Vanadium-Catalyzed Oxidative Coupling: Development and Mechanistic Insights.The Journal of organic chemistry · 2018Article
- Total Synthesis of Chaetoglobin A via Catalytic, Atroposelective Oxidative Phenol Coupling.Organic letters · 2018Article
- Asymmetric Synthesis of Gonytolide A: Strategic Use of an Aryl Halide Blocking Group for Oxidative Coupling.Journal of the American Chemical Society · 2018Article
- Honokiol-Inspired Analogs as Inhibitors of Oral Bacteria.ACS infectious diseases · 2018Article
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Authors and funding
11 authors.
Funding
Abstract
The first examples of asymmetric oxidative coupling of simple phenols and 2-hydroxycarbazoles are outlined. Generation of a more vanadium catalyst by ligand design and by addition of an exogenous Brønsted or Lewis acid was found to be key to coupling the more oxidatively resistant phenols. The resultant vanadium complex is both more Lewis acidic and more strongly oxidizing. Good to excellent levels of enantioselectivity could be obtained, and simple trituration readily provided the products with ≥95% ee.
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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.