1. Synthesis and Olfactory Properties of Seco -Analogues of Lilac Aldehydes.
- Author
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Dacho V and Szolcsányi P
- Subjects
- Alcohols chemistry, Alkenes chemistry, Furans chemistry, Levulinic Acids chemistry, Monoterpenes chemistry, Aldehydes chemical synthesis, Aldehydes chemistry, Biological Products chemical synthesis, Biological Products chemistry, Flowers chemistry, Odorants analysis, Plant Oils chemistry, Smell, Syringa chemistry
- Abstract
Lilac aldehydes are considered as principal olfactory molecules of lilac flowers. We have designed, prepared, and evaluated a set of racemic seco -analogues of such natural products. The synthesis employs commercially available α-chloroketones as substrates that are transformed in four steps to target compounds. Their qualitative olfactory analysis revealed that the opening of the tetrahydrofuran ring leads to a vanishing of original flowery scent with the emergence of spicy aroma accompanied by green notes, and/or fruity aspects of novel seco -analogues. These results suggest the important osmophoric role of THF moiety for the generation of the typical flowery aroma associated with lilac aldehydes.
- Published
- 2021
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