4-Formyl-2-cyclohexenone Derivatives

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Abstract
Recent interest in γ-alkylation of α,β-unsaturated carbonyl compounds1 has focused on the possibility of α'-alkylation of β-alkoxy α,β-unsaturated keto systems,2 e.g. 1, hydride reduction of the products and acid-catalyzed hydrolysis of the resultant alkoxyallyl alcohols.3 Quite some time earlier the α' carbon had been shown to be the site of acylation of a β-alkoxy α,β-unsaturated ketone, i.e. 1 → 2 on formylation.4 Since a reduction-hydrolysis reaction sequence on the O-protected derivative 3 4b might lead to 4-formyl-2-cyclohexenone (or its equivalent), a trifunctional substance of potential interest in organic synthesis, some of the chemistry of ketones 2 and 3 was investigated.