Terpenic Compounds as Renewable Sources of Raw Materials for Cross-Metathesis - Université de Rennes Accéder directement au contenu
Article Dans Une Revue Synthesis: Journal of Synthetic Organic Chemistry Année : 2011

Terpenic Compounds as Renewable Sources of Raw Materials for Cross-Metathesis

Résumé

Dihydromyrcenol is used as a hydrated masked form of citronellene in olefin cross-metathesis reactions in order to solve the selectivity problem that results from the presence of two double bonds in many terpenes. Several ruthenium catalysts are evaluated, with the best, M71-SIPr, utilized in the cross-metathesis of dihydromyrcenol with various olefins affording the expected products in good yields. It is shown that the masked double bond can be regenerated via an acid-catalyzed elimination reaction and the product is then subjected to a further cross-metathesis reaction with a second olefin.

Domaines

Chimie organique
Fichier non déposé

Dates et versions

hal-00754939 , version 1 (20-11-2012)

Identifiants

Citer

Etienne Borré, Hoa Dinh Dinh, Frédéric Caijo, Christophe Crévisy, Marc Mauduit. Terpenic Compounds as Renewable Sources of Raw Materials for Cross-Metathesis. Synthesis: Journal of Synthetic Organic Chemistry, 2011, 13, pp.2125-2130. ⟨10.1055/s-0030-1260605⟩. ⟨hal-00754939⟩
74 Consultations
0 Téléchargements

Altmetric

Partager

Gmail Facebook X LinkedIn More