Stereoselective method for preparing a chiral fluorinated...

Details Stereoselective method for preparing a chiral fluorinated... Stereoselective method for preparing a chiral fluorinated...

C - Chemistry, Metallurgy

07

C

C07C 67/307 (2006.01) C07B 53/00 (2006.01) C07C 69/63 (2006.01)

Patent

CA 2581534

The invention concerns a stereoselective method for preparing a chiral fluorinated molecule, which consists in introducing in a reactor a chlorosulphite compound comprising a C*-OSOF unit; thermally decomposing said molecule, in the presence of a nucleophilic catalyst; recovering the resulting fluorinated molecule, comprising a C*-F unit of inverse configuration compared to the initial C*-OSOF unit. The invention more particularly concerns the production of a fluorinated molecule, having a fluorine atom borne by an asymmetric carbon of (R) or (S) configuration, located in .alpha. of an ester or ketone group of formula (S or R). Said method enables, for example, methyl (R)-2-fluoropropionate to be produced.

Procédé de préparation stéréosélectif d'une molécule fluorée chirale Procédé de préparation stéréosélectif d'une molécule fluorée chirale, dans lequel on introduit dans un réacteur un composé chlorosulfite comprenant un motif C*- OSOF ; on réalise une décomposition thermique de cette molécule, en présence d'un catalyseur nucléophile ; on récupère la molécule fluorée produite, comprenant un motif C*-F de configuration inverse par rapport au motif C*-OSOF de départ. L'invention concerne plus particulièrement la production d'une molécule fluorée, possédant un atome de fluor porté par un carbone asymétrique de configuration (R) ou (S), situé en a d'un groupe ester ou cétone, de formule Ce procédé permet par exemple de produire le (R)-2-fluoropropionate de méthyle.

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