| Download | - View final version: Kinugasa reactions in water: from green chemistry to bioorthogonal labelling (PDF, 756 KiB)
- View erratum: Kinugasa reactions in water: from green chemistry to bioorthogonal labelling (PDF, 591 KiB)
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| DOI | Resolve DOI: https://doi.org/10.3390/molecules20046959 |
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| Author | Search for: Chigrinova, Mariya1; Search for: MacKenzie, Douglas A.1; Search for: Sherratt, Allison R.1; Search for: Cheung, Lawrence L. W.1; Search for: Pezacki, John Paul1 |
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| Affiliation | - National Research Council of Canada. Medical Devices
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| Format | Text, Article |
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| Subject | nitrones; aqueous Kinugasa reaction; β-lactams; bioorthogonal; metabolic labelling |
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| Abstract | The Kinugasa reaction has become an efficient method for the direct synthesis of β-lactams from substituted nitrones and copper(I) acetylides. In recent years, the reaction scope has been expanded to include the use of water as the solvent, and with micelle-promoted [3+2] cycloadditions followed by rearrangement furnishing high yields of β-lactams. The high yields of stable products under aqueous conditions render the modified Kinugasa reaction amenable to metabolic labelling and bioorthogonal applications. Herein, the development of methods for use of the Kinugasa reaction in aqueous media is reviewed, with emphasis on its potential use as a bioorthogonal coupling strategy. |
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| Publication date | 2015-04-16 |
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| Publisher | MDPI |
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| Licence | |
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| In | |
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| Note | Erratum published in volume 20, issue 5, page 8303, May 7, 2015. DOI: 10.3390/molecules20058303 |
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| Language | English |
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| Peer reviewed | Yes |
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| NPARC number | 21275818 |
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| Export citation | Export as RIS |
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| Report a correction | Report a correction (opens in a new tab) |
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| Record identifier | a1b8d7c9-a7e1-41c1-8b8f-d8b9dbe57b69 |
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| Record created | 2015-07-14 |
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| Record modified | 2025-06-05 |
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