Hydroxylation of beta-dicarbonyls with zirconium catalysts

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B01J 31/22 (2006.01) C07C 45/64 (2006.01) C07C 49/17 (2006.01) C07C 67/31 (2006.01) C07C 69/757 (2006.01) C07C 215/48 (2006.01) C07C 215/50 (2006.01) C07D 273/04 (2006.01) B01J 21/06 (2006.01)

Patent

CA 2449555

The present invention pertains to a process for preparing a compound of Formula I that is achiral, racemic or enantiomerically enriched at the hydroxylation center indicated by comprising contacting a compound of Formula II with an oxidant selected from oxygen, hydrogen peroxide, peracids or alkyl hydroperoxides in the presence of a zirconium complex, wherein R1, R2 and R3 are as defined in the disclosure. This invention also pertains to zirconium complexes useful in this procedure comprising zirconium and a ligand of Formula III or its enantiomer wherein J, R6 and n are as defined in the disclosure. This invention further pertains to a compound of Formula III or its enantiomer.

La présente invention concerne un procédé de préparation d'un composé de la formule (1) qui est achiral, racémique et énantiomériquement enrichi au centre d'hydroxylation indiqué par *, lequel procédé consiste à mettre en contact un composé de la formule (2) avec un oxydant choisi parmi l'oxygène, le peroxyde d'hydrogène, les peracides ou les hydroperoxydes d'alkyle en présence d'un complexe zirconium, où R?1¿, R?2¿ et R?3¿ sont tels que définis dans le descriptif. L'invention se rapporte également à des complexes zirconium utilisés dans le procédé, qui comprennent du zirconium et un ligand de la formule (3) ou un énantiomère de ce dernier où J, R?6¿ et n sont tels que définis dans le descriptif. L'invention concerne enfin un composé de la formule (3) ou un énantiomère de ce dernier.

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