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Unprecedented Elimination Reactions of Cyclic Aldols: A New Biosynthetic Pathway toward the Taiwaniaquinoid Skeleton
dc.contributor.author | Guardia Monteagudo, Juan José | |
dc.contributor.author | Fernández Vargas, Antonio | |
dc.contributor.author | Justicia Ladrón De Guevara, José | |
dc.contributor.author | Zentar, Houda | |
dc.contributor.author | Álvarez-Manzaneda, Ramón | |
dc.contributor.author | Álvarez De Manzaneda Roldán, Enrique | |
dc.contributor.author | Chahboun Karimi, Rachid | |
dc.date.accessioned | 2023-04-14T07:34:17Z | |
dc.date.available | 2023-04-14T07:34:17Z | |
dc.date.issued | 2023-02-04 | |
dc.identifier.citation | Guardia, J.J.; Fernández, A.; Justicia, J.; Zentar, H.; Alvarez-Manzaneda, R.; Alvarez-Manzaneda, E.; Chahboun, R. Unprecedented Elimination Reactions of Cyclic Aldols: A New Biosynthetic Pathway toward the Taiwaniaquinoid Skeleton. Molecules 2023, 28, 1524. [https://doi.org/10.3390/molecules28041524] | es_ES |
dc.identifier.uri | https://hdl.handle.net/10481/81042 | |
dc.description | Supplementary Materials: The following supporting information can be downloaded at: https: //www.mdpi.com/article/10.3390/molecules28041524/s1, Experimental details of the synthesis of all new substrates. Copy of 1H NMR and 13C NMR spectra of all new compounds. | es_ES |
dc.description.abstract | The acid treatment of 6,7-seco-abietane dialdehydes gives, in high yield, the corresponding derivatives with the 4a-methyltetrahydrofluorene skeleton of taiwaniaquinoids. A mechanism involving the elimination of formic acid from the cyclic aldol intermediate is proposed here. This process can be postulated as a new biogenetic pathway from abietane diterpenes to taiwaniaquinoids. Using this novel reaction, the first enantiospecific synthesis of bioactive natural cupresol and taxodal has been obtained. | es_ES |
dc.description.sponsorship | Regional Government of Andalusia (Project B-FQM-278-UGR20) | es_ES |
dc.description.sponsorship | Assistance was provided to the group FQM-348 | es_ES |
dc.language.iso | eng | es_ES |
dc.publisher | MDPI | es_ES |
dc.rights | Atribución 4.0 Internacional | * |
dc.rights.uri | http://creativecommons.org/licenses/by/4.0/ | * |
dc.subject | Bioactive natural products | es_ES |
dc.subject | Synthesis | es_ES |
dc.subject | Diterpenoids | es_ES |
dc.subject | Taiwaniaquinoids | es_ES |
dc.title | Unprecedented Elimination Reactions of Cyclic Aldols: A New Biosynthetic Pathway toward the Taiwaniaquinoid Skeleton | es_ES |
dc.type | journal article | es_ES |
dc.rights.accessRights | open access | es_ES |
dc.identifier.doi | 10.3390/molecules28041524 | |
dc.type.hasVersion | VoR | es_ES |