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.
β-Cleavage of Bis(homoallylic) Potassium Alkoxides. Synthesis of γ-Damascone
Snowden, Roger L.,Linder, Simon M.
, p. 1587 - 1597 (2007/10/02)
Starting from the γ-lactone cis-1, two new syntheses of γ-damascone ((E)-4) are described.In both syntheses, the key step involves the β-cleavage of a bis(homoallylic)potassium alkoxide, viz. the transformation of 3a to 20 and (E/Z)-4, and the conversion
Reaction of Ester Enolates with Nucleophiles. Stereocontrolled Formation of Ketone and Aldehyde Enolates
Fehr, Charles,Galindo, Jose
, p. 1828 - 1830 (2007/10/02)
Lithium enolates of carboxylic and thiocarboxylic esters react with nucleophiles to afford ketone and aldehyde enolates and subsequently their enol silyl ethers diastereoselectively.This reaction is applied to the synthesis of γ-damascone, α-damascone, β-safranal, and artemisia ketone.
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
SYNTHESIS WITH ORGANOBORANES. 2. SYNTHESIS OF α- AND γ-DAMASCONE
Zaidlewicz, Marek
, p. 5135 - 5138 (2007/10/02)
Selective synthesis of α- and γ-damascone, using allylic organoboranes as key intermediates, are described.
NOUVELLE APPLICATION DE LA REACTION DES ORGANOMAGNESIENS SUR LES DITHIOESTERS : SYNTHESE DE LA GAMMA-DAMASCONE
Gosselin, Pascal
, p. 5495 - 5496 (2007/10/02)
A new synthetic route to γ-damascone 1 starting from methyl-γ-dithiocyclogeranate 2 is described.Addition of HMPT is found necessary to perform the reaction of allylmagnesium bromide with dithioester 2.A new, mild hydrolysis method is developped in order to transform the resulting vinylsulfide 4 into 1.
Process for the preparation of alkenoyl-substituted cyclohexenes
-
, (2008/06/13)
New heterocyclic derivatives containing nitrogen useful for perfumery and the flavour industry and use of same as perfuming and/or flavouring ingredients in the manufacture of perfumes and perfumed products and/or in the preparation of artificial flavours for foodstuffs, beverages, animal feeds, pharmaceutical preparations and tobacco products. Process for preparing the said heterocyclic derivatives which are equally useful as starting materials for preparing known fragrance compounds.
Alkenoyl-cyclohexadienes
-
, (2008/06/13)
New cycloaliphatic unsaturated ketones and their use as perfuming and odour-modifying agents in the manufacture of perfumes and perfumed products, and as flavouring and taste-modifying agents in the preparation of foodstuffs in general and imitation flavours for foodstuffs, beverages, animal feeds, pharmaceutical preparations and tobacco products. Methods for the preparation of said cycloaliphatic unsaturated ketones.
