The synthesis of bicyclo[2.2.2]octan-2,6-dione revisited

Summary, in English

The cyclisation conditions for the formation of bicyclo[2.2.2]octan-2,6-di one (1) from 3-substituted cyclohexanones 2 and 3 have been re-investigated. Use of a medium consisting of isobutyric anhydride and trifluoroacetic acid resulted in a simplified and reproducible method for large-scale synthesis of this compound.

• Author: Magnus Widegren; Melanie Dietz; Annika Friberg; Torbjörn Frejd; Bärbel Hahn-Hägerdal; Marie-Francoise Gorwa-Grauslund; Mikael Katz
• Department/s: Department of Chemistry; Centre for Analysis and Synthesis; Applied Microbiology
• Publishing year: 2006
• Language: English
• Pages: 3527-3530
• Publication/Series: Synthesis
• Issue: 20
• Links: http://dx.doi.org/10.1055/s-2006-942532
• Document type: Journal article
• Publisher: Oxford Polytechnic, Oxford
• Topic: Organic Chemistry; Industrial Biotechnology
• Keywords: carboxylic acids; diketones; bicyclic compounds; cyclisations; anhydrides
• Status: Published
• ISBN/ISSN/Other: ISSN: 0039-7881