ArticleThe Journal of organic chemistry2015
Gold-Catalyzed Reactions via Cyclopropyl Gold Carbene-like Intermediates.
Article in The Journal of organic chemistry, 2015. The graph could read no effect estimate from its abstract, so it casts no vote on the map. Cited by 15 papers.
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Who cites it
15 citing papers in PubMed, 105 citations in OpenAlex.
- Catalytic Generation of Cationic Gold Carbene Complexes From 7-Alkynylnorbornadienes and Their Intermolecular Cyclopropanation With Alkenes.Chemistry (Weinheim an der Bergstrasse, Germany) · 2026Article
- Terpenes as Naturally Occurring Stereochemical Templates: Conformationally Driven Discovery of Reactivity.Organic letters · 2025Article
- Three-Component Gold(I)-Catalyzed Alkoxyvinylation.Organic letters · 2024Article
- Gold(I) Catalysis Applied to the Stereoselective Synthesis of Indeno[2,1-Organic letters · 2022Article
- Gold-Catalyzed Synthesis of Small Rings.Chemical reviews · 2021Article
- Review
- A rhodium catalyzed cycloisomerization and tandem Diels-Alder reaction for facile access to diverse bicyclic and tricyclic heterocycles.Chemical science · 2019Article
- Gold(i)-catalyzed addition of aldehydes to cyclopropylidene bearing 6-aryl-1,5-enynes.Organic & biomolecular chemistry · 2016Article
- α,β-Unsaturated Gold(I) Carbenes by Tandem Cyclization and 1,5-Alkoxy Migration of 1,6-Enynes: Mechanisms and Applications.Chemistry (Weinheim an der Bergstrasse, Germany) · 2016Article
- Synthesis of Barbaralones and Bullvalenes Made Easy by Gold Catalysis.Angewandte Chemie (International ed. in English) · 2016Article
- Hydroacenes Made Easy by Gold(I) Catalysis.Angewandte Chemie (International ed. in English) · 2016Article
- Divergent reaction pathways in gold-catalyzed cycloisomerization of 1,5-enynes containing a cyclopropane ring: dramaticChemical science · 2016Article
- Gold(I)-Catalyzed Inter- and Intramolecular Additions of Carbonyl Compounds to Allenenes.Organic letters · 2016Article
- Broad Scope Aminocyclization of Enynes with Cationic JohnPhos-Gold(I) Complex as the Catalyst.The Journal of organic chemistry · 2016Article
- Divergent C-H Insertion-Cyclization Cascades of N-Allyl Ynamides.Angewandte Chemie (International ed. in English) · 2015Article
Corrections and comments
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Authors and funding
2 authors at 1 institution in 1 country.
Funding
No grant is acknowledged in the PubMed record.
Abstract
Cycloisomerizations of 1,n-enynes catalyzed by gold(I) proceed via electrophilic species with a highly distorted cyclopropyl gold(I) carbene-like structure, which can react with different nucleophiles to form a wide variety of products by attack at the cyclopropane or the carbene carbons. Particularly important are reactions in which the gold(I) carbene reacts with alkenes to form cyclopropanes either intra- or intermolecularly. In the absence of nucleophiles, 1,n-enynes lead to a variety of cycloisomerized products including those resulting from skeletal rearrangements. Reactions proceeding through cyclopropyl gold(I) carbene-like intermediates are ideally suited for the bioinspired synthesis of terpenoid natural products by the selective activation of the alkyne in highly functionalized enynes or polyenynes.
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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.