Oxidative degradations of the side chain of unsaturated ent-labdanes. Part II |
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| Authors: | Catalán Luis Espinoza Marín Karen Catalán Altamirano Héctor Carrasco Fritis Mauricio Cuellar Chamy María Cristina |
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| Affiliation: | Departamento de Química, Universidad Técnica Federico Santa María, Av. Espa?a No 1680, Valparaíso, Chile. luis.espinozac@usm.cl |
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| Abstract: | A route for the degradation of the side chain of ent-labdane derivatives has been devised, giving the useful synthon 2beta,12-dihydroxy-13,14,15,16,17-pentanor-ent-labdane-8-one (8). The use of this compound in the preparation of terpenylquinone derivatives shall be reported elsewhere. In addition we have synthesized the compound 2beta,12-diacetoxy-8beta,17-epoxy-13,14,15,16-tetranor-ent-labdane (10), which upon catalytic epoxide ring opening in alkaline or acid media gave rise in all cases to the formation of tricyclicc ompounds. |
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