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Total synthesis of (−)-epimyrtine by a gold-catalyzed hydroamination approach
A new approach to the total synthesis of (−)-epimyrtine has been developed from D-alanine. The key step to access the enantiopure pyridone intermediate was achieved by a gold-mediated cyclization. Finally, various transformations afforded the natural product in a few steps and good overall yield.
| Autores principales: | , , , |
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| Formato: | Online Artículo Texto |
| Lenguaje: | English |
| Publicado: |
Beilstein-Institut
2013
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| Materias: | |
| Acceso en línea: | https://www.ncbi.nlm.nih.gov/pmc/articles/PMC3817515/ https://www.ncbi.nlm.nih.gov/pubmed/24204417 http://dx.doi.org/10.3762/bjoc.9.242 |
| _version_ | 1782478085963120640 |
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| author | Trinh, Thi Thanh Huyen Nguyen, Khanh Hung de Aguiar Amaral, Patricia Gouault, Nicolas |
| author_facet | Trinh, Thi Thanh Huyen Nguyen, Khanh Hung de Aguiar Amaral, Patricia Gouault, Nicolas |
| author_sort | Trinh, Thi Thanh Huyen |
| collection | PubMed |
| description | A new approach to the total synthesis of (−)-epimyrtine has been developed from D-alanine. The key step to access the enantiopure pyridone intermediate was achieved by a gold-mediated cyclization. Finally, various transformations afforded the natural product in a few steps and good overall yield. |
| format | Online Article Text |
| id | pubmed-3817515 |
| institution | National Center for Biotechnology Information |
| language | English |
| publishDate | 2013 |
| publisher | Beilstein-Institut |
| record_format | MEDLINE/PubMed |
| spelling | pubmed-38175152013-11-07 Total synthesis of (−)-epimyrtine by a gold-catalyzed hydroamination approach Trinh, Thi Thanh Huyen Nguyen, Khanh Hung de Aguiar Amaral, Patricia Gouault, Nicolas Beilstein J Org Chem Letter A new approach to the total synthesis of (−)-epimyrtine has been developed from D-alanine. The key step to access the enantiopure pyridone intermediate was achieved by a gold-mediated cyclization. Finally, various transformations afforded the natural product in a few steps and good overall yield. Beilstein-Institut 2013-10-09 /pmc/articles/PMC3817515/ /pubmed/24204417 http://dx.doi.org/10.3762/bjoc.9.242 Text en Copyright © 2013, Trinh et al. https://creativecommons.org/licenses/by/2.0https://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/2.0), 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 | Letter Trinh, Thi Thanh Huyen Nguyen, Khanh Hung de Aguiar Amaral, Patricia Gouault, Nicolas Total synthesis of (−)-epimyrtine by a gold-catalyzed hydroamination approach |
| title | Total synthesis of (−)-epimyrtine by a gold-catalyzed hydroamination approach |
| title_full | Total synthesis of (−)-epimyrtine by a gold-catalyzed hydroamination approach |
| title_fullStr | Total synthesis of (−)-epimyrtine by a gold-catalyzed hydroamination approach |
| title_full_unstemmed | Total synthesis of (−)-epimyrtine by a gold-catalyzed hydroamination approach |
| title_short | Total synthesis of (−)-epimyrtine by a gold-catalyzed hydroamination approach |
| title_sort | total synthesis of (−)-epimyrtine by a gold-catalyzed hydroamination approach |
| topic | Letter |
| url | https://www.ncbi.nlm.nih.gov/pmc/articles/PMC3817515/ https://www.ncbi.nlm.nih.gov/pubmed/24204417 http://dx.doi.org/10.3762/bjoc.9.242 |
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