Synthesis 2006(20): 3527-3530  
DOI: 10.1055/s-2006-942532
PSP
© Georg Thieme Verlag Stuttgart · New York

The Synthesis of Bicyclo[2.2.2]octan-2,6-dione Revisited

Magnus Widegrena, Melanie Dietza, Annika Friberga, Torbjörn Frejd*a, Bärbel Hahn-Hägerdalb, Marie F. Gorwa-Grauslundb, Mikael Katzb
a Division of Organic Chemistry, Center for Chemistry and Chemical Engineering, Lund University, P.O. Box 124, 22100 Lund, Sweden
Fax: +46(46)2224119; e-Mail: [email protected];
b Department of Applied Microbiology, Center for Chemistry and Chemical Engineering, Lund University, P.O. Box 124, 22100 Lund, Sweden
Further Information

Publication History

Received 26 April 2006
Publication Date:
02 August 2006 (online)

Abstract

The cyclisation conditions for the formation of bicyclo[2.2.2]octan-2,6-dione (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.

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