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New route to 15-hydroxydehydroabietic acid derivatives: application to the first synthesis of some bioactive abietane and nor-abietane type terpenoids
Authors:E.J. Alvarez-Manzaneda  R. Chahboun  M. Lachkar  A. Lara
Affiliation:a Departamento de Química Orgánica, Facultad de Ciencias, Instituto de Biotecnología, Universidad de Granada, 18071 Granada, Spain
b 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 15-hydroxydehydroabietic acid derivatives from abietic acid (11), via abieta-8,13(15)-dien-18-oic acid (12), is reported. Utilizing this, the first synthesis of bioactive terpenes 3, 6, 9 and 10, as well as natural diol 4 and lactones 7-8 was achieved.
Keywords:Abietane diterpenes   Enantiospecific synthesis   Bioactive compounds   Oxidation   Selenium dioxide
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