Repozytorium
Wyszukaj
Kolekcje
Inne
Lactones 31. Synthetic odoriferous unsaturated γ -lactones.
Autorzy
Rok wydania
2008
Czasopismo
Numer woluminu
23
Strony
416-425
DOI
10.1002/ffj.1894
Kolekcja
Język
Angielski
Typ publikacji
Artykuł
Starting from g, d-unsaturated terpenoid acids, the corresponding d-iodo-g-lactones and g-iodo-d-lactones
were obtained. Dehydrohalogenation of d-iodo-g-lactones with DBU gave unsaturated g-lactones with an exocyclic or alkyl
chain double bond. Both types of double bonds possessed the E con¼guration. The composition of product mixture of
dehydrohalogenation strongly depended on the conditions (solvent, temperature) of the process. Odour evaluation of the
lactones obtained showed that lactones with two double bonds in the molecule (11 and 12) possess intensive, well-marked,
fresh mushroom odours. Lactones with one double bond and one methyl group at C-4 (5a, 6a, 6b and 5d, 6d, 6e) are char-
acterized, in general, by milky, coconut and creamy odours with different notes. Lactones with two methyl groups at C-4
possess herbal (5c, 5f) or woody (6c) odours.
Słowa kluczowe
iodolactonization, DBU, elimination, lactones, odour analysis, mushroom odour
Adres publiczny
https://doi.org/10.1002/ffj.1894
Strona internetowa wydawcy
Podobne publikacje
Lactones 17 : synthesis of bicyclic lactones with the methyl-or gemdimethylcyclopropane system.
Obara R., Szumny Antoni, Żołnierczyk A., Olejniczak Teresa, Białońska Agata, Ciunik Zbigniew, Wawrzeńczyk Czesław
Force-induced reversal of β-eliminations : stressed disulfide bonds in alkaline solution.
Dopieralski Przemysław, Ribas-Arino Jordi, Anjukandi Padmesh, Krupička Martin, Marx Dominik
Reactions of nickelocene with lithium and magnesium alkyls containing β-hydrogen atoms.
Pasynkiewicz Stanisław, Pietrzykowski Antoni, Trojanowska L., Sobota Piotr, Jerzykiewicz Lucjan B.