Cargando…
New syntheses of (±)-tashiromine and (±)-epitashiromine via enaminone intermediates
The syntheses of the naturally occurring indolizidine alkaloid (±)-tashiromine and its unnatural epimer (±)-epitashiromine are demonstrated through the use of enaminone chemistry. The impact of various electron-withdrawing substituents at the C-8 position of the indolizidine core on the preparation...
| Autores principales: | , , |
|---|---|
| Formato: | Online Artículo Texto |
| Lenguaje: | English |
| Publicado: |
Beilstein-Institut
2016
|
| Materias: | |
| Acceso en línea: | https://www.ncbi.nlm.nih.gov/pmc/articles/PMC5238587/ https://www.ncbi.nlm.nih.gov/pubmed/28144330 http://dx.doi.org/10.3762/bjoc.12.256 |
| _version_ | 1782495731623395328 |
|---|---|
| author | Riley, Darren L Michael, Joseph P de Koning, Charles B |
| author_facet | Riley, Darren L Michael, Joseph P de Koning, Charles B |
| author_sort | Riley, Darren L |
| collection | PubMed |
| description | The syntheses of the naturally occurring indolizidine alkaloid (±)-tashiromine and its unnatural epimer (±)-epitashiromine are demonstrated through the use of enaminone chemistry. The impact of various electron-withdrawing substituents at the C-8 position of the indolizidine core on the preparation of the bicyclic system is described. |
| format | Online Article Text |
| id | pubmed-5238587 |
| institution | National Center for Biotechnology Information |
| language | English |
| publishDate | 2016 |
| publisher | Beilstein-Institut |
| record_format | MEDLINE/PubMed |
| spelling | pubmed-52385872017-01-31 New syntheses of (±)-tashiromine and (±)-epitashiromine via enaminone intermediates Riley, Darren L Michael, Joseph P de Koning, Charles B Beilstein J Org Chem Full Research Paper The syntheses of the naturally occurring indolizidine alkaloid (±)-tashiromine and its unnatural epimer (±)-epitashiromine are demonstrated through the use of enaminone chemistry. The impact of various electron-withdrawing substituents at the C-8 position of the indolizidine core on the preparation of the bicyclic system is described. Beilstein-Institut 2016-12-02 /pmc/articles/PMC5238587/ /pubmed/28144330 http://dx.doi.org/10.3762/bjoc.12.256 Text en Copyright © 2016, Riley et al. https://creativecommons.org/licenses/by/4.0https://www.beilstein-journals.org/bjoc/termsThis is an Open Access article under the terms of the Creative Commons Attribution License (https://creativecommons.org/licenses/by/4.0), which permits unrestricted use, distribution, and reproduction in any medium, provided the original work is properly cited. The license is subject to the Beilstein Journal of Organic Chemistry terms and conditions: (https://www.beilstein-journals.org/bjoc/terms) |
| spellingShingle | Full Research Paper Riley, Darren L Michael, Joseph P de Koning, Charles B New syntheses of (±)-tashiromine and (±)-epitashiromine via enaminone intermediates |
| title | New syntheses of (±)-tashiromine and (±)-epitashiromine via enaminone intermediates |
| title_full | New syntheses of (±)-tashiromine and (±)-epitashiromine via enaminone intermediates |
| title_fullStr | New syntheses of (±)-tashiromine and (±)-epitashiromine via enaminone intermediates |
| title_full_unstemmed | New syntheses of (±)-tashiromine and (±)-epitashiromine via enaminone intermediates |
| title_short | New syntheses of (±)-tashiromine and (±)-epitashiromine via enaminone intermediates |
| title_sort | new syntheses of (±)-tashiromine and (±)-epitashiromine via enaminone intermediates |
| topic | Full Research Paper |
| url | https://www.ncbi.nlm.nih.gov/pmc/articles/PMC5238587/ https://www.ncbi.nlm.nih.gov/pubmed/28144330 http://dx.doi.org/10.3762/bjoc.12.256 |
| work_keys_str_mv | AT rileydarrenl newsynthesesoftashiromineandepitashiromineviaenaminoneintermediates AT michaeljosephp newsynthesesoftashiromineandepitashiromineviaenaminoneintermediates AT dekoningcharlesb newsynthesesoftashiromineandepitashiromineviaenaminoneintermediates |