Preparation and ring-opening reactions of N-diphenylphosphinyl vinyl aziridines
Predominantly (E)-N-diphenylphosphinyl vinyl aziridines are prepared by a reaction of N-diphenylphosphinyl imines with α-bromoallyllithium in the presence of freshly fused ZnCl2. These aziridines undergo a ring-opening reaction with a variety of carbon and heteronucleophiles, in good yield, and gene...
| Main Authors: | , , , |
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| Format: | Article |
| Language: | English |
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Beilstein-Institut
2013-05-01
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| Series: | Beilstein Journal of Organic Chemistry |
| Subjects: | |
| Online Access: | https://doi.org/10.3762/bjoc.9.98 |
| _version_ | 1819295991077011456 |
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| author | Ashley N. Jarvis Andrew B. McLaren Helen M. I. Osborn Joseph Sweeney |
| author_facet | Ashley N. Jarvis Andrew B. McLaren Helen M. I. Osborn Joseph Sweeney |
| author_sort | Ashley N. Jarvis |
| collection | DOAJ |
| description | Predominantly (E)-N-diphenylphosphinyl vinyl aziridines are prepared by a reaction of N-diphenylphosphinyl imines with α-bromoallyllithium in the presence of freshly fused ZnCl2. These aziridines undergo a ring-opening reaction with a variety of carbon and heteronucleophiles, in good yield, and generally with good regioselectivity. |
| first_indexed | 2024-12-24T04:51:00Z |
| format | Article |
| id | doaj.art-8128e9daf359426d941916fe430701c8 |
| institution | Directory Open Access Journal |
| issn | 1860-5397 |
| language | English |
| last_indexed | 2024-12-24T04:51:00Z |
| publishDate | 2013-05-01 |
| publisher | Beilstein-Institut |
| record_format | Article |
| series | Beilstein Journal of Organic Chemistry |
| spelling | doaj.art-8128e9daf359426d941916fe430701c82022-12-21T17:14:33ZengBeilstein-InstitutBeilstein Journal of Organic Chemistry1860-53972013-05-019185285910.3762/bjoc.9.981860-5397-9-98Preparation and ring-opening reactions of N-diphenylphosphinyl vinyl aziridinesAshley N. Jarvis0Andrew B. McLaren1Helen M. I. Osborn2Joseph Sweeney3Department of Chemistry, University of Reading, Reading RG6 6AD, U. K.Department of Chemistry, University of Reading, Reading RG6 6AD, U. K.Department of Chemistry, University of Reading, Reading RG6 6AD, U. K.Department of Chemistry, University of Reading, Reading RG6 6AD, U. K.Predominantly (E)-N-diphenylphosphinyl vinyl aziridines are prepared by a reaction of N-diphenylphosphinyl imines with α-bromoallyllithium in the presence of freshly fused ZnCl2. These aziridines undergo a ring-opening reaction with a variety of carbon and heteronucleophiles, in good yield, and generally with good regioselectivity.https://doi.org/10.3762/bjoc.9.98aziridinescatalyticheterocyclespalladiumring opening |
| spellingShingle | Ashley N. Jarvis Andrew B. McLaren Helen M. I. Osborn Joseph Sweeney Preparation and ring-opening reactions of N-diphenylphosphinyl vinyl aziridines Beilstein Journal of Organic Chemistry aziridines catalytic heterocycles palladium ring opening |
| title | Preparation and ring-opening reactions of N-diphenylphosphinyl vinyl aziridines |
| title_full | Preparation and ring-opening reactions of N-diphenylphosphinyl vinyl aziridines |
| title_fullStr | Preparation and ring-opening reactions of N-diphenylphosphinyl vinyl aziridines |
| title_full_unstemmed | Preparation and ring-opening reactions of N-diphenylphosphinyl vinyl aziridines |
| title_short | Preparation and ring-opening reactions of N-diphenylphosphinyl vinyl aziridines |
| title_sort | preparation and ring opening reactions of n diphenylphosphinyl vinyl aziridines |
| topic | aziridines catalytic heterocycles palladium ring opening |
| url | https://doi.org/10.3762/bjoc.9.98 |
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