Tetrahedron Letters

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 …

DA Astashko, VI Tyvorskii

Index: Astashko, Dmitry A.; Tyvorskii, Vladimir I. Tetrahedron Letters, 2011 , vol. 52, # 37 p. 4792 - 4794

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Citation Number: 9

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.