New three-step domino reaction, "thiophilic addition-beta-elimination of fluoride-[3,3] sigmatropic rearrangement": Synthesis of alpha-allylic and alpha,alpha-bis(allylic) alpha-trifluoromethyl dithioesters.
The three-step domino reaction, "thiophilic addition of an organomagnesium reagent onto dithioester-beta-elimination of fluoride-[3,3] sigmatropic rearrangement", provides the product of formal regiospecific substitution of a fluorine atom by an allyl group. This mild and versatile methodology was applied to the synthesis of various alpha-allylic and alpha,alpha-bis(allylic) alpha-trifluoromethyl dithioesters.
Grellepois
Fabienne
F
UMR 6519 Réactions Sélectives et Applications, CNRS-Université de Reims Champagne-Ardenne, UFR Sciences, BP 1039, 51687 Reims Cedex 2, France.
Timoshenko
Vadim M
VM
Shermolovich
Yuriy G
YG
Portella
Charles
C