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Merck

Catalyst-free tandem aldol condensation/Michael addition of 1,3-cyclohexanediones with enolizable aldehydes.

Bioorganic & medicinal chemistry letters (2009-03-31)
Kerstin Rohr, Rainer Mahrwald
RÉSUMÉ

An efficient tandem aldol condensation/Michael addition process of unactivated aldehydes and 1,3-cyclohexanedione is described. This transformation proceeds without any catalyst at room temperature with high isolated yields. By a fine-tuning of reaction conditions an access to both the aldol condensation/Michael addition products or to the dehydrated cyclized 9-substituted 1,8-dioxo-xanthenes is given.

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1,3-Cyclohexanedione, 97%
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