A Concise Diastereoselective Total Synthesis of α-Ambrinol
(−)-cis-α-Ambrinol is a natural product present in ambergris, a substance of marine origin that has been highly valued by perfumers. In this paper, we present a new approach to its total synthesis. The starting material is commercially available α-ionone and the key step is an intramolecular Barbier...
| Main Authors: | , , , , , , , |
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| Format: | info:eu-repo/semantics/article |
| Language: | English |
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MDPI
2023
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| Subjects: | |
| Online Access: | http://hdl.handle.net/10835/14517 |
| _version_ | 1789406316742049792 |
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| author | López Martínez, Josefa Leticia Torres García, Irene Moreno Gutiérrez, Irene Oña Burgos, Pascual Rosales Martínez, Antonio Muñoz Dorado, Manuel Álvarez Corral, Míriam Rodríguez García, Ignacio Manuel |
| author_facet | López Martínez, Josefa Leticia Torres García, Irene Moreno Gutiérrez, Irene Oña Burgos, Pascual Rosales Martínez, Antonio Muñoz Dorado, Manuel Álvarez Corral, Míriam Rodríguez García, Ignacio Manuel |
| author_sort | López Martínez, Josefa Leticia |
| collection | DSpace |
| description | (−)-cis-α-Ambrinol is a natural product present in ambergris, a substance of marine origin that has been highly valued by perfumers. In this paper, we present a new approach to its total synthesis. The starting material is commercially available α-ionone and the key step is an intramolecular Barbier-type cyclization induced by CpTiCl2, an organometallic compound prepared in situ by a CpTiCl3 reduction with Mn. |
| format | info:eu-repo/semantics/article |
| id | oai:repositorio.ual.es:10835-14517 |
| institution | Universidad de Cuenca |
| language | English |
| publishDate | 2023 |
| publisher | MDPI |
| record_format | dspace |
| spelling | oai:repositorio.ual.es:10835-145172023-04-19T17:55:06Z A Concise Diastereoselective Total Synthesis of α-Ambrinol López Martínez, Josefa Leticia Torres García, Irene Moreno Gutiérrez, Irene Oña Burgos, Pascual Rosales Martínez, Antonio Muñoz Dorado, Manuel Álvarez Corral, Míriam Rodríguez García, Ignacio Manuel ambergris ambrinol barbier reaction CpTiCl2 (−)-cis-α-Ambrinol is a natural product present in ambergris, a substance of marine origin that has been highly valued by perfumers. In this paper, we present a new approach to its total synthesis. The starting material is commercially available α-ionone and the key step is an intramolecular Barbier-type cyclization induced by CpTiCl2, an organometallic compound prepared in situ by a CpTiCl3 reduction with Mn. 2023-04-19T17:55:06Z 2023-04-19T17:55:06Z 2023-04-01 info:eu-repo/semantics/article 1660-3397 http://hdl.handle.net/10835/14517 10.3390/md21040230 en https://www.mdpi.com/1660-3397/21/4/230 Attribution-NonCommercial-NoDerivatives 4.0 Internacional http://creativecommons.org/licenses/by-nc-nd/4.0/ info:eu-repo/semantics/openAccess MDPI |
| spellingShingle | ambergris ambrinol barbier reaction CpTiCl2 López Martínez, Josefa Leticia Torres García, Irene Moreno Gutiérrez, Irene Oña Burgos, Pascual Rosales Martínez, Antonio Muñoz Dorado, Manuel Álvarez Corral, Míriam Rodríguez García, Ignacio Manuel A Concise Diastereoselective Total Synthesis of α-Ambrinol |
| title | A Concise Diastereoselective Total Synthesis of α-Ambrinol |
| title_full | A Concise Diastereoselective Total Synthesis of α-Ambrinol |
| title_fullStr | A Concise Diastereoselective Total Synthesis of α-Ambrinol |
| title_full_unstemmed | A Concise Diastereoselective Total Synthesis of α-Ambrinol |
| title_short | A Concise Diastereoselective Total Synthesis of α-Ambrinol |
| title_sort | concise diastereoselective total synthesis of α-ambrinol |
| topic | ambergris ambrinol barbier reaction CpTiCl2 |
| url | http://hdl.handle.net/10835/14517 |
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