First Transformation of Unsaturated Fatty Esters Involving Enyne Cross-Metathesis

✍ Scribed by Virginie Le Ravalec; Cédric Fischmeister; Christian Bruneau

• Publisher: John Wiley and Sons
• Year: 2009
• Tongue: English
• Weight: 227 KB
• Volume: 351
• Category: Article
• ISSN: 1615-4150
• DOI: 10.1002/adsc.200800726

✦ Synopsis

Abstract

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The ruthenium‐catalysed enyne cross‐metathesis of several alkyne derivatives with terminal olefins was performed. These reactions were efficiently achieved under mild conditions in dimethyl carbonate, an eco‐friendly solvent. A unique one‐pot reaction based on an ethenolysis step followed by an enyne cross‐metathesis allowed the efficient transformation of renewable unsaturated fatty esters into valuable conjugated 1,3‐dienes of interest for further transformations.