| Автор | Mukai, Chisato |
| Автор | Kim, In Jong |
| Автор | Cho, Won Jea |
| Автор | Kido, Masaru |
| Автор | Hanaoka, Miyoji |
| Дата выпуска | 1993 |
| dc.description | Heating of a racemic nitrone 2, derived from tricarbonyl(η<sup>6</sup>-o-trimethylsilylbenzaldehyde)chromium(o) complex 1, with electron-rich olefins gave after decomplexation the cis-3,5-disubstituted isooxazolidines in a highly stereo- and regio-selective manner. Similarly, high selectivities were observed when the nitrone 9 possessing no silyl group at the ortho position on its benzene ring was employed instead of 2. The corresponding non-complexed nitrones were found to provide the cis-isoxazolidines in a moderately selective fashion or the trans-ones predominantly. Treatment of chiral 2 with electron-rich olefins afforded the corresponding chiral cis-3,5-disubstituted isoxazolidines exclusively. The enantiomeric excess for cycloadducts thus obtained was determined to be 96- > 98%. The absolute configuration of these optically active isoxazolidine derivatives was established on the basis of an X-ray crystallographic analysis. |
| Формат | application.pdf |
| Издатель | Royal Society of Chemistry |
| Название | Optically active tricarbonyl(η6-o-trimethylsilylbenzaldehyde)chromium(O) complexes in organic synthesis: a highly diastereoselective 1,3-dipolar cycloaddition with electron-rich olefins |
| Тип | research-article |
| DOI | 10.1039/P19930002495 |
| Electronic ISSN | 1364-5463 |
| Print ISSN | 0300-922X |
| Журнал | Journal of the Chemical Society, Perkin Transactions 1 |
| Первая страница | 2495 |
| Последняя страница | 2503 |
| Выпуск | 20 |
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