Oxidative Degradations of the Side Chain of Unsaturated Ent-labdanes. Part II

Oxidative Degradations of the Side Chain of Unsaturated Ent-labdanes. Part II

A route for the degradation of the side chain of ent-labdane derivatives has beendevised, giving the useful synthon 2β,12-dihydroxy-13,14,15,16,17-pentanor-ent-labdane-8-one (8). The use of this compound in the preparation of terpenylquinone derivatives shallbe reported elsewhere. In addition we...

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Bibliographic Details
Main Authors: María Cristina Chamy, Mauricio Cuellar Fritis, Héctor Carrasco Altamirano, Karen Catalán Marín, Luis Espinoza Catalán
Format: Article
Language:English
Published: MDPI AG 2007-12-01
Series:Molecules
Subjects:
Ent-labdanes
selective degradations
unsaturated side chain.
Online Access:http://www.mdpi.com/1420-3049/12/12/2605/
Description
Summary:A route for the degradation of the side chain of ent-labdane derivatives has beendevised, giving the useful synthon 2β,12-dihydroxy-13,14,15,16,17-pentanor-ent-labdane-8-one (8). The use of this compound in the preparation of terpenylquinone derivatives shallbe reported elsewhere. In addition we have synthesized the compound 2β,12-diacetoxy-8β,17-epoxy-13,14,15,16-tetranor-ent-labdane (10), which upon catalytic epoxide ringopening in alkaline or acid media gave rise in all cases to the formation of tricycliccompounds.
ISSN:1420-3049

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