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Synthetic Communications
An International Journal for Rapid Communication of Synthetic Organic Chemistry
Volume 10, 1980 - Issue 8
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Original Articles

Pyrones VII. An Efficient Preparation and the Selective Reduction of Methyl 2,6-Dimethyl-4H-Pyran-4-one-3-Carboxylate

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Pages 581-589 | Published online: 05 Dec 2006
 

Abstract

The syntheses of 4H-pyran-4-one-3-carboxylic acids and derivatives which have been previously reported (for example, starting with ketene1, diketene2, or dehydroacetic acid3) normally proceed only in low yield, often requiring rigorous control of the reaction conditions. We have shown that the reaction of dehydroacetic acid (1) with “magic methyl” (methyl fluorosulfonate) produces methyl 2,6-dimethyl-4H-pyran-4-one-3-carboxylate (4) in high yield (85%) under mild conditions.

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