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First synthesis of picealactone C. A new route toward taxodione-related terpenoids from abietic acid |
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| Authors: | Enrique Alvarez-Manzaneda Rachid Chahboun Esteban Alvarez Mohammed Lachkar |
| Affiliation: | a Departamento de Química Orgánica, Facultad de Ciencias, Instituto de Biotecnología, Universidad de Granada, 18071 Granada, Spain b Departamento de Química Orgánica, Facultad de Ciencias, Universidad de Almería, 04120 Almería, Spain c Laboratoire d’Ingenierie des Materiaux Organometalliques et Moleculaires, Faculté des Sciences, Université Sidi Mohammed Ben Abdellah, BP 1786 (Atlas), 30000 Fès, Morocco |
| Abstract: | A new route to 12-hydroxyabietic acid (10) and related compounds from abietic acid (12), via acetoxyalcohol 15, is reported. Utilizing this, the first synthesis of picealactone C (5) was achieved. The synthesis of natural 12-hydroxydehydroabietic acid (8), 18-hydroxyferruginol (9) and methyl 12α-hydroxyabietate (11) is also reported. |
| Keywords: | Enantiospecific synthesis Abietane diterpenoids Lactones |
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