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Synthesis 2010(23): 3977-3979  
DOI: 10.1055/s-0030-1258285
SHORTPAPER
© Georg Thieme Verlag Stuttgart ˙ New York

DABCO-Catalyzed Reaction of 2,6-Disubstituted 6-Hydroxy-2H-pyran-3(6H)-ones to 1,2,5-Triketones

William H. Miles*, Peter G. Gildner, Zain Ahmed, Evan M. Cohen
Department of Chemistry, Lafayette College, Easton, PA 18042, USA
Fax: +1(610)3305714; e-Mail: milesw@lafayette.edu;
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Publication History

Received 2 July 2010
Publication Date:
05 October 2010 (online)

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Abstract

The DABCO-catalyzed isomerization/redox rearrangement readily converts 2,6-dialkyl-6-hydroxy-2H-pyran-3(6H)-ones into 1,2,5-triketones.

Key words

furans - ketones - oxidation - isomerization - catalysis

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