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Please use this identifier to cite or link to this item: https://hdl.handle.net/2445/150827
Avenços cap a la síntesi de les formidolides B i C
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[cat] En el present treball es descriu la millora més important realitzada en el procés de la síntesi de les formidolides B i C. Aquesta millora es basa en un canvi d'estratègia per sintetitzar el nucli macrocíclic d'aquesta família de compostos. Els canvis principals han estat la utilització d'una metodologia diastereoselectiva per a la formació del nucli de tetrahidrofuran (THF), l'addició d'un al·lilstannà a un aldehid per donar exclusivament l'isòmer desitjat (Z)-1,5-anti i la millora en les condicions finals de ciclació. Tot això va suposar multiplicar per deu el rendiment descrit anteriorment.
[eng] This paper describes the most important optimization carried out in the phormidolides B and C synthetic process. It consists in a change of strategy in order to synthesize the macrocyclic core of this family of compounds. The main changes have been the use of a diastereoselective methodology to construct the tetrahydrofuran (THF) core, a (Z)-1,5-anti allylstannane addition where the synthesis converges, and a notable improvement in the cyclization conditions. All this work has supposed a 10-fold increment in the overall yield of the synthesis.
[eng] This paper describes the most important optimization carried out in the phormidolides B and C synthetic process. It consists in a change of strategy in order to synthesize the macrocyclic core of this family of compounds. The main changes have been the use of a diastereoselective methodology to construct the tetrahydrofuran (THF) core, a (Z)-1,5-anti allylstannane addition where the synthesis converges, and a notable improvement in the cyclization conditions. All this work has supposed a 10-fold increment in the overall yield of the synthesis.
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GIL, Alejandro, ALBERICIO PALOMERA, Fernando and ÁLVAREZ DOMINGO, Mercedes. Avenços cap a la síntesi de les formidolides B i C. Revista de la Societat Catalana de Química. 2016. Vol. 15, num. 42-48. ISSN 1576-8961. [consulted: 12 of June of 2026]. Available at: https://hdl.handle.net/2445/150827