ArticleAngewandte Chemie (International ed. in English)2020
An α-Cyclopropanation of Carbonyl Derivatives by Oxidative Umpolung.
Article in Angewandte Chemie (International ed. in English), 2020. 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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Trials whose registry record cites this paper, or whose number appears in the abstract. A trial that started after this paper was published is citing it as background, not reporting it.
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Who cites it
9 citing papers in PubMed.
- Cationic, Iodine(III)-Mediated and Directed Diastereoselective Oxidation of Inert C-H Bonds in Cyclic Hydrocarbons.Angewandte Chemie (International ed. in English) · 2025Article
- Taming nonclassical carbocations to control small ring reactivity.Science advances · 2024Article
- New Strategies for the Functionalization of Carbonyl Derivatives via α-Umpolung: From Enolates to Enolonium Ions.Accounts of chemical research · 2023Article
- Biomimetic Cationic Cyclopropanation Enables an Efficient Chemoenzymatic Synthesis of 6,8-Cycloeudesmanes.Journal of the American Chemical Society · 2023Article
- 2-Fluoroenones via an Umpolung Morita-Baylis-Hillman Reaction of Enones.Organic letters · 2023Article
- An Expedient Method for the Umpolung Coupling of Enols with Heteronucleophiles.Chemistry (Weinheim an der Bergstrasse, Germany) · 2022Article
- Sulfur(iv)-mediated umpolung α-heterofunctionalization of 2-oxazolines.Chemical science · 2022Article
- Formal Enone α-Arylation via I(III)-Mediated Aryl Migration/Elimination.Organic letters · 2021Article
- An α-Cyclopropanation of Carbonyl Derivatives by Oxidative Umpolung.Angewandte Chemie (International ed. in English) · 2020Article
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Authors and funding
4 authors.
Funding
Abstract
The reactivity of iodine(III) reagents towards nucleophiles is often associated with umpolung and cationic mechanisms. Herein, we report a general process converting a range of ketone derivatives into α-cyclopropanated ketones by oxidative umpolung. Mechanistic investigation and careful characterization of side products revealed that the reaction follows an unexpected pathway and suggests the intermediacy of non-classical carbocations.
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Registered trials
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