| Автор | Grigg, Ronald |
| Автор | Jordan, Maurice |
| Автор | Tangthongkum, Aant |
| Автор | Einstein, Frederick W. B. |
| Автор | Jones, Terry |
| Дата выпуска | 1984 |
| dc.description | Cycloaddition of aldehyde and ketone oximes are shown to give mixtures of all possible isoxazolidine regioisomers and stereoisomers. The products are 2 : 1 adducts with the second molecule of the di-polarophile attached to the isoxazolidine N-atom. The stereochemistry of the major isomer from benzaldehyde oxime and acrylonitrile was established by an X-ray crystal structure analysis. The cycloaddition is shown to be weakly catalysed by 2,4-dinitrophenol and to proceed best in acetonitrile. More polar solvents slightly favour the 5-isoxazolidine regioisomer. The mechanism of the reaction is discussed. |
| Формат | application.pdf |
| Издатель | Royal Society of Chemistry |
| Название | XY–ZH systems as potential 1,3-dipoles. Part 2. Oxime cycloadditions: formation of 2 : 1 adducts |
| Тип | research-article |
| DOI | 10.1039/P19840000047 |
| Electronic ISSN | 1364-5463 |
| Print ISSN | 0300-922X |
| Журнал | Journal of the Chemical Society, Perkin Transactions 1 |
| Первая страница | 47 |
| Последняя страница | 57 |
