Hostettler, Bernhard; Obrecht, Jean-Pierre; Prewo, Roland; Bieri, Jost H; Heimgartner, Heinz (1986). 5,6,7,8-Tetrahydro-4H-1,2,5-oxadiazocin-6-one durch Ringerweiterung nach Addition eines 3-lsoxazolidinons mit 3-Amino-2H-azirinen. Helvetica Chimica Acta, 69(2):298-304.
3-Dimethylamino-2H-azirines 1 and 4,4-dimethyl-3-isoxazolidinone (7) undergo already at room temperature a ring enlargement reaction to yield 5,6,7,8-tetrahydro-4H-1,2,5-oxadiazocines of type 8. The structure of 8a has been confirmed by X-ray crystallography. The conformation of the eight-membered ring with a trans-amide group is of particular interest (Fig. 1 and 2).
3-Dimethylamino-2H-azirines 1 and 4,4-dimethyl-3-isoxazolidinone (7) undergo already at room temperature a ring enlargement reaction to yield 5,6,7,8-tetrahydro-4H-1,2,5-oxadiazocines of type 8. The structure of 8a has been confirmed by X-ray crystallography. The conformation of the eight-membered ring with a trans-amide group is of particular interest (Fig. 1 and 2).
| Other titles: | 5,6,7,8-Tetrahydro-4H-1,2,5-oxadiazocin-6-ones, Ring Enlargement Products from a 3-Isoxazolidinone and 3-Amino-2H-azirines |
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| Item Type: | Journal Article, refereed, original work |
| Communities & Collections: | 07 Faculty of Science > Department of Chemistry |
| Dewey Decimal Classification: | 540 Chemistry |
| Scopus Subject Areas: | Physical Sciences > Catalysis
Life Sciences > Biochemistry Life Sciences > Drug Discovery Physical Sciences > Physical and Theoretical Chemistry Physical Sciences > Organic Chemistry Physical Sciences > Inorganic Chemistry |
| Uncontrolled Keywords: | Physical and Theoretical Chemistry, Inorganic Chemistry, Organic Chemistry, Biochemistry, Drug Discovery, Catalysis |
| Language: | German |
| Date: | 1986 |
| Deposited On: | 04 Jun 2014 08:24 |
| Last Modified: | 24 Jan 2022 04:16 |
| Publisher: | Wiley-Blackwell |
| ISSN: | 0018-019X |
| Funders: | Schweizerischer Nationalfonds zur Förderung der wissenschaftlichen Forschung |
| OA Status: | Closed |
| Publisher DOI: | https://doi.org/10.1002/hlca.19860690207 |
| Project Information: |
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Hostettler, Bernhard