31191-93-2Relevant articles and documents
New preparation methods for α-damascone, γ-damascone, and β-damascenone using pyronenes
Boulin, Bertrand,Taran, Martine,Miguel, Bernadette Arreguy-San,Delmond, Bernard
, p. 2579 - 2591 (2008/02/10)
γ- and δ-Pyronenes are terpenic synthons easily available from myrcene. They are used as intermediates in the synthesis of α-damascone, γ-damascones, and β-damascenone. Copyright Taylor & Francis Group, LLC.
HYDROLYSE ACIDO-CATALYSEE D'UN SULFURE DE DIENYLE APPLICATION A LA SYNTHESE DE LA gamma-DAMSCONE
Gosselin, Pascal
, p. 1979 - 1990 (2007/10/02)
A new synthetic route to γ-Damascone 1 starting with methyl-γ-dithiocyclogeranate 2 is described.Addition of HMPT was found necessary to perform the carbophilic addition of allylmagnesium bromide on dithioester 2.A dienylsulfide, 6,6-dimethyl-2-methylene-(1-methylthio-1,3-butadiene)-1-yl cyclohexane 3 resulted from this addition, and not the expected dithioketal.Following a number of described conditions, hydrolysis of 3 to γ-damascone 1 proved to be unsatisfactory.These initial attempts but showed the necessity for an acidic medium.This finding allowed the development of a new, very mild method of hydrolysis of dienylsulfides to unsaturated ketones.
Utilisation du N,N-dimethylaminol-acetonitrile pour la synthese regioselective de diallylcetones masquees. Application a la synthese de la γ-damascone
Amrollah-Madjdabadi, Ali,Stella, Lucien
, p. 350 - 354 (2007/10/02)
A general synthetic approach to diallyl-ketones protected as α-amino-nitriles is reported.Starting from dimethylamino-acetonitrile, the sequential dialkylation with various allylic halides is conveniently performed at room temperature by using potassium c