The Journal Of Organic Chemistry

Synthesis of two 2-(oxoalkyl)-3-methyl-2-cyclopentenones

MP Sant, WB Smith

Index: Sant, Milind P.; Smith, William B. Journal of Organic Chemistry, 1993 , vol. 58, # 20 p. 5479 - 5481

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Citation Number: 4

Abstract

In connection with a more complex synthesis yet to be accomplished, we required a supply of 2-(3-oxobutyl)-3- methyl-2-cyclopentenone (1) with the side chain carbonyl ... Levulinic aldehyde was extended by the Stetter reaction forming the previously unknown 2,5,8-nonanetrione (3) in 90% yield. In contrast to the cyclization forming ... Figure 1. Possible base-catalyzed cyclization produds from compound 3 with PM3 heats of formation (kdmol). Where pertinent only the ...