Volume 31, Issue 51
Natural Products
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ChemInform Abstract: Synthesis of Ionones and Carvone Analogues: Olfactory Properties and Preliminary Toxicity Assays.

Maria Anzaldi

Maria Anzaldi

Dip. Sci. Farm., Univ. Studi Genova, I-16132 Genova, Italy

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Enzo Sottofattori

Enzo Sottofattori

Dip. Sci. Farm., Univ. Studi Genova, I-16132 Genova, Italy

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Fabiola Dusatti

Fabiola Dusatti

Dip. Sci. Farm., Univ. Studi Genova, I-16132 Genova, Italy

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Margherita Ferro

Margherita Ferro

Dip. Sci. Farm., Univ. Studi Genova, I-16132 Genova, Italy

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Marcella Pani

Marcella Pani

Dip. Sci. Farm., Univ. Studi Genova, I-16132 Genova, Italy

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Alessandro Balbi

Alessandro Balbi

Dip. Sci. Farm., Univ. Studi Genova, I-16132 Genova, Italy

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First published: 31 May 2010

Abstract

ChemInform is a weekly Abstracting Service, delivering concise information at a glance that was extracted from about 100 leading journals. To access a ChemInform Abstract of an article which was published elsewhere, please select a “Full Text” option. The original article is trackable via the “References” option.

ChemInform Abstract

The influence of an aldehyde function in ketones possessing trimethylcyclohexenylalkenone or p-menthone skeletons on the odor is investigated. Thus, the commercially available α- and β-ionones (I) and (V) and carvone (VII) are formylated by the Vilsmeier reagent. Modifying the work-up, compounds (III), (IV), and (VI) are obtained separately with improved yields, while modifying the reaction time of the formylation of carvone (VII) improves the yield of each product. All compounds have peculiar odors which are different from the starting material, with exception of indene (X). Compounds (VIII) and (IX) are the most promising potential perfume ingredients.

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