The half-sandwich titanocene CpTiIIICl2 as efficient system for the preparation of 2,5-dihydrofurans via α-allenols
The half-sandwich titanocene reagent CpTiIIICl2, obtained by in situ reduction of commercial CpTiCl3 with manganese, is an excellent system for the Barbier-type reaction between aldehydes and propargylic halides, leading to homopropargylic alcohols and α-allenols. An efficient and straightforward me...
| Main Authors: | , , , , , , |
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| Format: | info:eu-repo/semantics/article |
| Language: | English |
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Wiley
2023
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| Online Access: | http://hdl.handle.net/10835/14794 https://doi.org/10.1002/aoc.5244 |
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| author | Torres García, Irene López Martínez, Josefa Leticia Martínez-Martínez, Raquel Oltra, J. Enrique Muñoz Dorado, Manuel Rodríguez García, Ignacio Manuel Álvarez Corral, Míriam |
| author_facet | Torres García, Irene López Martínez, Josefa Leticia Martínez-Martínez, Raquel Oltra, J. Enrique Muñoz Dorado, Manuel Rodríguez García, Ignacio Manuel Álvarez Corral, Míriam |
| author_sort | Torres García, Irene |
| collection | DSpace |
| description | The half-sandwich titanocene reagent CpTiIIICl2, obtained by in situ reduction of commercial CpTiCl3 with manganese, is an excellent system for the Barbier-type reaction between aldehydes and propargylic halides, leading to homopropargylic alcohols and α-allenols. An efficient and straightforward methodology for the conversion of aldehydes into 2,5-dihydrofurans involving a two-step sequence (TiIII addition-AgI cyclization) is presented. The usefulness of the method is proved by the preparation of a Natural Product: a dihydrofuranic labdane, isolated from the leaves of Mikania sp. nov. |
| format | info:eu-repo/semantics/article |
| id | oai:repositorio.ual.es:10835-14794 |
| institution | Universidad de Cuenca |
| language | English |
| publishDate | 2023 |
| publisher | Wiley |
| record_format | dspace |
| spelling | oai:repositorio.ual.es:10835-147942023-12-12T10:23:37Z The half-sandwich titanocene CpTiIIICl2 as efficient system for the preparation of 2,5-dihydrofurans via α-allenols Torres García, Irene López Martínez, Josefa Leticia Martínez-Martínez, Raquel Oltra, J. Enrique Muñoz Dorado, Manuel Rodríguez García, Ignacio Manuel Álvarez Corral, Míriam Organic Chemistry The half-sandwich titanocene reagent CpTiIIICl2, obtained by in situ reduction of commercial CpTiCl3 with manganese, is an excellent system for the Barbier-type reaction between aldehydes and propargylic halides, leading to homopropargylic alcohols and α-allenols. An efficient and straightforward methodology for the conversion of aldehydes into 2,5-dihydrofurans involving a two-step sequence (TiIII addition-AgI cyclization) is presented. The usefulness of the method is proved by the preparation of a Natural Product: a dihydrofuranic labdane, isolated from the leaves of Mikania sp. nov. 2023-12-12T10:23:37Z 2023-12-12T10:23:37Z 2019-09-24 info:eu-repo/semantics/article Appl Organometal Chem. 2020;34:e5244 http://hdl.handle.net/10835/14794 https://doi.org/10.1002/aoc.5244 en info:eu-repo/semantics/openAccess Wiley This is Wiley-VCH – CTA – DE – Phys Sci – EN – the accepted version of the following article: Torres-García I, López-Martínez JL, Martínez-Martínez R, et al. The halfsandwich titanocene CpTiIIICl2 as efficient system for the preparation of 2,5-dihydrofurans via α-allenols. Appl Organometal Chem. 2020;34:e5244. , which has been published in final form at [https://doi.org/10.1002/aoc.5244]. This article may be used for non-commercial purposes in accordance with the Wiley Self-Archiving Policy [https://authorservices.wiley.com/authorresources/Journal-Authors/licensing/self-archiving.html]. |
| spellingShingle | Organic Chemistry Torres García, Irene López Martínez, Josefa Leticia Martínez-Martínez, Raquel Oltra, J. Enrique Muñoz Dorado, Manuel Rodríguez García, Ignacio Manuel Álvarez Corral, Míriam The half-sandwich titanocene CpTiIIICl2 as efficient system for the preparation of 2,5-dihydrofurans via α-allenols |
| title | The half-sandwich titanocene CpTiIIICl2 as efficient system for the preparation of 2,5-dihydrofurans via α-allenols |
| title_full | The half-sandwich titanocene CpTiIIICl2 as efficient system for the preparation of 2,5-dihydrofurans via α-allenols |
| title_fullStr | The half-sandwich titanocene CpTiIIICl2 as efficient system for the preparation of 2,5-dihydrofurans via α-allenols |
| title_full_unstemmed | The half-sandwich titanocene CpTiIIICl2 as efficient system for the preparation of 2,5-dihydrofurans via α-allenols |
| title_short | The half-sandwich titanocene CpTiIIICl2 as efficient system for the preparation of 2,5-dihydrofurans via α-allenols |
| title_sort | half-sandwich titanocene cptiiiicl2 as efficient system for the preparation of 2,5-dihydrofurans via α-allenols |
| topic | Organic Chemistry |
| url | http://hdl.handle.net/10835/14794 https://doi.org/10.1002/aoc.5244 |
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