TRANSFORMATION OF TERPENOIDS VIA OLEFIN CROSSES METATHESIS

H. Naceurb, H. Bilel, C. Fischmeister, F. Zagrouba, C. Bruneau


Catalyse et Organométalliques, UMR CNRS 6226, Sciences Chimiques de Rennes, Université de Rennes1, Rennes, France

Abstract:

Terpenes are a class of natural compounds that have been used for long times as flavour and fragrance and in medicinal formulations. Their transformation by efficient and selective methods is of great interest for the preparation of new molecules of potential utility in perfume or medicinal industry or as synthetic intermediates. In this perspective, cross-metathesis reactions constitute a straightforward route for the direct transformation of terpenes. We present here direct transformations of several terpenoids by cross-metathesis with methyl acrylate and methyl methacrylate in dimethyl carbonate [1], a greener solvent for olefin.

REFERENCES:

[1] H. Bilel, N. Hamdi, F. Zagrouba, C. Fischmeister, C. Bruneau, Green Chem., 2011, 13, 1448.
[2] X. Miao, C. Fischmeister, C. Bruneau, P. H. Dixneuf, ChemSusChem., 2008, 1, 813.