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Regioselectivity in the Ring Opening of Epoxides for the Synthesis of Aminocyclitols from D-(−)-Quinic Acid
Efficient syntheses of four aminocyclitols are reported. Each synthesis is accomplished in eight steps starting from D-(−)-quinic acid. The key step involves a highly regioselective ring opening of epoxides by sodium azide.
| Autores principales: | , |
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| Formato: | Online Artículo Texto |
| Lenguaje: | English |
| Publicado: |
MDPI
2012
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| Acceso en línea: | https://www.ncbi.nlm.nih.gov/pmc/articles/PMC6268476/ https://www.ncbi.nlm.nih.gov/pubmed/22508330 http://dx.doi.org/10.3390/molecules17044498 |
| _version_ | 1783376295835467776 |
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| author | Shih, Tzenge-Lien Yang, Shu-Yu |
| author_facet | Shih, Tzenge-Lien Yang, Shu-Yu |
| author_sort | Shih, Tzenge-Lien |
| collection | PubMed |
| description | Efficient syntheses of four aminocyclitols are reported. Each synthesis is accomplished in eight steps starting from D-(−)-quinic acid. The key step involves a highly regioselective ring opening of epoxides by sodium azide. |
| format | Online Article Text |
| id | pubmed-6268476 |
| institution | National Center for Biotechnology Information |
| language | English |
| publishDate | 2012 |
| publisher | MDPI |
| record_format | MEDLINE/PubMed |
| spelling | pubmed-62684762018-12-11 Regioselectivity in the Ring Opening of Epoxides for the Synthesis of Aminocyclitols from D-(−)-Quinic Acid Shih, Tzenge-Lien Yang, Shu-Yu Molecules Article Efficient syntheses of four aminocyclitols are reported. Each synthesis is accomplished in eight steps starting from D-(−)-quinic acid. The key step involves a highly regioselective ring opening of epoxides by sodium azide. MDPI 2012-04-16 /pmc/articles/PMC6268476/ /pubmed/22508330 http://dx.doi.org/10.3390/molecules17044498 Text en © 2012 by the authors; licensee MDPI, Basel, Switzerland. http://creativecommons.org/licenses/by/3.0/ This article is an open-access article distributed under the terms and conditions of the Creative Commons Attribution license (http://creativecommons.org/licenses/by/3.0/). |
| spellingShingle | Article Shih, Tzenge-Lien Yang, Shu-Yu Regioselectivity in the Ring Opening of Epoxides for the Synthesis of Aminocyclitols from D-(−)-Quinic Acid |
| title | Regioselectivity in the Ring Opening of Epoxides for the Synthesis of Aminocyclitols from D-(−)-Quinic Acid |
| title_full | Regioselectivity in the Ring Opening of Epoxides for the Synthesis of Aminocyclitols from D-(−)-Quinic Acid |
| title_fullStr | Regioselectivity in the Ring Opening of Epoxides for the Synthesis of Aminocyclitols from D-(−)-Quinic Acid |
| title_full_unstemmed | Regioselectivity in the Ring Opening of Epoxides for the Synthesis of Aminocyclitols from D-(−)-Quinic Acid |
| title_short | Regioselectivity in the Ring Opening of Epoxides for the Synthesis of Aminocyclitols from D-(−)-Quinic Acid |
| title_sort | regioselectivity in the ring opening of epoxides for the synthesis of aminocyclitols from d-(−)-quinic acid |
| topic | Article |
| url | https://www.ncbi.nlm.nih.gov/pmc/articles/PMC6268476/ https://www.ncbi.nlm.nih.gov/pubmed/22508330 http://dx.doi.org/10.3390/molecules17044498 |
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