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A convenient route to 2,6-dialkyl-2,3-dihydro-4H-pyran-4-ones via oxidative cleavage of protected 1-(2-oxoalkyl)-cyclopropanols. Synthesis of (±)-hepialone and its natural congener
Authors:Dmitry A Astashko  Vladimir I Tyvorskii
Institution:Department of Organic Chemistry, Belarusian State University, Nezalezhnasti Avenue, 4, 220030 Minsk, Belarus
Abstract:An efficient strategy for the synthesis of 2,6-dialkyl-2,3-dihydro-4H-pyran-4-ones has been developed, the key steps of which are oxidative cleavage of the three-membered rings of 1-(2-oxoalkyl)-cyclopropanols and acid-promoted cyclization of the resulting β-hydroxyketones.
Keywords:Cyclopropanols  Oxidation  β-Hydroxyketones  Pheromones
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