121067-34-3Relevant academic research and scientific papers
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.
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.
