Preparation of phenyl-butyraldehydes using a base-catalyzed aromatization of dienones

✍ Scribed by María Fernanda Plano; Guillermo R. Labadie; Raquel M. Cravero

• Book ID: 104095204
• Publisher: Elsevier Science
• Year: 2008
• Tongue: French
• Weight: 112 KB
• Volume: 49
• Category: Article
• ISSN: 0040-4039
• DOI: 10.1016/j.tetlet.2008.03.038

✦ Synopsis

Seven aldehydes were prepared using a five-step sequence synthesis. The synthetic strategy involved the use of a novel aromatization reaction of dienones. These key intermediates were prepared following a sequence involving BAR of substituted tetralones, ketones reduction, protection of alcohol, and bis-allylic oxidation. The key step of the route is an aromatization promoted by basic reaction conditions of dienones leading to substituted 4-phenyl butanals.