Synthesis 2012; 44(15): 2441-2447
DOI: 10.1055/s-0032-1316560
paper
© Georg Thieme Verlag Stuttgart · New York

A Convenient Conversion of Substituted Cyclohexenones into Aryl Methyl Ketones

André P. Gehring
Department of Pharmacy, Center for Drug Research, Ludwig-Maximilians University Munich, Butenandtstr. 5-13, 81377 Munich, Germany, Fax: +49(89)218077802   Email: franz.bracher@cup.uni-muenchen.de
,
Franz Bracher*
Department of Pharmacy, Center for Drug Research, Ludwig-Maximilians University Munich, Butenandtstr. 5-13, 81377 Munich, Germany, Fax: +49(89)218077802   Email: franz.bracher@cup.uni-muenchen.de
› Author Affiliations
Further Information

Publication History

Received: 19 April 2012

Accepted after revision: 22 May 2012

Publication Date:
29 June 2012 (online)


Abstract

This work describes a straightforward multistep conversion of substrates containing a cyclohexenone moiety into mono-, bi- and tricyclic aryl methyl ketones in one single working process. Crucial steps are the addition of 1-ethoxyvinyllithium to the carbonyl group, followed by acid-catalyzed enol ether hydrolysis, dehydration, and dehydrogenation.

 
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