ArticleChemistry (Weinheim an der Bergstrasse, Germany)2022
Metal-Free Photochemical Olefin Isomerization of Unsaturated Ketones via 1,5-Hydrogen Atom Transfer.
Article in Chemistry (Weinheim an der Bergstrasse, Germany), 2022. The graph could read no effect estimate from its abstract, so it casts no vote on the map. Cited by 3 papers.
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Who cites it
3 citing papers in PubMed.
- Asymmetric synthesis of alkyl fluoridesGreen chemistry : an international journal and green chemistry resource : GC · 2026Article
- Facile (Z)-Selective Synthesis of β,γ-Unsaturated Ketones by a Silicon-based Olefination Strategy.Angewandte Chemie (International ed. in English) · 2025Article
- Metal-Free Photochemical Olefin Isomerization of Unsaturated Ketones via 1,5-Hydrogen Atom Transfer.Chemistry (Weinheim an der Bergstrasse, Germany) · 2022Article
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3 authors.
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Abstract
The photochemical isomerization of α,β- to β,γ-unsaturated ketones through a 1,5-hydrogen atom transfer mechanism under mild conditions with high efficiency and selectivity is reported. The reaction is carried out in the absence of metal catalysts or other additives, and its stereoselectivity can be tuned by selecting appropriate solvent mixtures. The reaction's scope and tolerance towards functional groups, including light-sensitive halogens, free acids and alcohols, were studied, providing reliable access to a wide variety of β,γ-unsaturated ketones. This methodology details the deconjugation of a wide range of unsaturated ketones and, when combined with olefin metathesis, provides an efficient process for either dehomologation or one-carbon double-bond migration of terminal alkenes.
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