Tetrahedron

Cyclopentanones—III: A new synthesis of (±) allethrolone

M Vandewalle, E Madeleyn

Index: Vandewalle,M.; Madeleyn,E. Tetrahedron, 1970 , vol. 26, p. 3551 - 3554

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Citation Number: 12

Abstract

A new synthesis of (±) allethrolone, starting from 3-methyl-1, 2, 4-cyclopentanetrione, is described. The key intermediate for this synthesis is 2-methyl-3, 5, 5-triethoxy-2- cyclopentene-1-one. Starting from this compound, allethrin, the ester of allethrolone and chrysanthemic acid, has been obtained in an overall yield of 52%. The method has a general applicability in the synthesis of cyclopentenolones.