ArticleChemistry (Weinheim an der Bergstrasse, Germany)2020
Hypervalent Iodine(III)-Catalysed Enantioselective α-Acetoxylation of Ketones.
Article in Chemistry (Weinheim an der Bergstrasse, Germany), 2020. The graph could read no effect estimate from its abstract, so it casts no vote on the map. Cited by 8 papers.
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Who cites it
8 citing papers in PubMed, 30 citations in OpenAlex.
- Structural Tuning of InefficientACS omega · 2026Article
- Computational and Experimental Studies on the α-Functionalization of Ketones Using Domino Reactions: A Strategy to Increase Chemoselectivity at the α-Carbon of Ketones.Molecules (Basel, Switzerland) · 2025Article
- Novel Brønsted Acid Catalyzed C-C Bond Activation and α-Alkylation of Ketones.Molecules (Basel, Switzerland) · 2024Article
- 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
- C-N Axial Chiral Hypervalent Iodine Reagents: Catalytic Stereoselective α-Oxytosylation of Ketones.Chemistry (Weinheim an der Bergstrasse, Germany) · 2021Article
- Recent discoveries on the structure of iodine(iii) reagents and their use in cross-nucleophile coupling.Chemical science · 2021Review
- Hypervalent Iodine(III)-Catalysed Enantioselective α-Acetoxylation of Ketones.Chemistry (Weinheim an der Bergstrasse, Germany) · 2020Article
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Authors and funding
2 authors at 1 institution in 1 country.
Funding
Abstract
An enantioselective catalytic synthesis of α-acetoxylated ketones through I(I)/I(III) catalysis using a resorcinol/lactamide-based chiral iodoarene is reported. Catalyst turnover by in situ generation of the active iodine(III) derivative is achieved by oxidation with mCPBA in the presence of acetic acid. The prior transformation of ketones to easily accessible acetyl enol ethers is beneficial and yields up to 97 % with enantioselectivities up to 88 % ee are obtained using only low catalyst loadings of only 5 mol % under mild reaction conditions.
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