Synthesis of two new hemisynthetic diterpenylhydroquinones from natural iiwf-Labdanes
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Fecha
2009-06
Profesor/a Guía
Facultad/escuela
Idioma
en
Título de la revista
ISSN de la revista
Título del volumen
Editor
MDPI
Nombre de Curso
Licencia CC
Attribution 3.0 Unported (CC BY 3.0)
Licencia CC
https://creativecommons.org/licenses/by/3.0/
Resumen
The synthesis and structural determination of two new diterpenylhydroquinones: 2β-acetoxy-15-phenyl-(22,25-dihydroxy)-ent-labda- 8(17),13(£)-diene (1) and 2β-hydroxy- 15-phenyl-(22,25-dihydroxy)- ent-labda-8(17),13(E)-diene is reported (2). These compounds were obtained by coupling via Electrophilic Aromatic Substitution (EAS) of 1,4-hydroquinone with primary or tertiary allyl alcohol derivatives of the natural ent- labdanes 3 and 4. With this new method, the best results were observed when mixtures of the primary alcohol derivatives 5-6 (26% yield of compound 1) and diol derivatives 9-10 (28% yield of compound 2) were used.
Notas
Indexación: Scopus
Palabras clave
Diterpenyl-hydroquinones, E-labdanes, Nmr structural determination, Synthesis
Citación
Molecules Volume 14, Issue 6, Pages 2181 - 2194June 2009
DOI
10.3390/molecules14062181