Dimethyldioxirane epoxidation of Ξ²-oxo enol ethers
| dc.contributor.author | Adam, W. | en |
| dc.contributor.author | Hadjiarapoglou, L. | en |
| dc.date.accessioned | 2015-11-24T16:56:20Z | |
| dc.date.available | 2015-11-24T16:56:20Z | |
| dc.identifier.uri | https://olympias.lib.uoi.gr/jspui/handle/123456789/10420 | |
| dc.rights | Default Licence | - |
| dc.subject | Epoxidation | en |
| dc.subject | Dioxirane, dimethyl- | en |
| dc.subject | Enol ethers, Ξ²-oxo | en |
| dc.title | Dimethyldioxirane epoxidation of Ξ²-oxo enol ethers | en |
| heal.abstract | The synthesis of the epoxides 2a-f by epoxidation of the Ξ²-oxo enol ethers 2,2-dimethyl-3(2H)-furanone (1a), (Z)-2(ethoxymethylene)cyclohexanone (1b), and 3-alkoxy-5,5-dimethyl-2-cyclohexenones 1c-f with dimethyldioxirane is reported. These labile epoxides (stable below 0Β°C) were isolated and characterized spectroscopically (IR, 1H, and 13C NMR). Warming up to room temperature led to decomposition to afford complex product mixtures. When the epoxidation of 3-ethoxy-5,5-dimethyl-2-cyclohexenone (1c) was conducted above 0Β°C, the epoxide 2c afforded the rearrangement product 3-ethoxy-2-hydroxy-5,5-dimethyl-2-cyclohexenone (3). | en |
| heal.access | campus | - |
| heal.fullTextAvailability | TRUE | - |
| heal.identifier.primary | 10.1002/cber.19901231022 | - |
| heal.identifier.secondary | http://onlinelibrary.wiley.com/doi/10.1002/cber.19901231022/abstract | - |
| heal.journalName | Chemische Berichte | en |
| heal.journalType | peer reviewed | - |
| heal.language | en | - |
| heal.publicationDate | 1990 | - |
| heal.publisher | WILEY-VCH Verlag | en |
| heal.recordProvider | Πανεπιστήμιο Ιωαννίνων. Σχολή Θετικών Επιστημών. Τμήμα Χημείας | el |
| heal.type | journalArticle | - |
| heal.type.el | Άρθρο Περιοδικού | el |
| heal.type.en | Journal article | en |
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