108781-66-4Relevant articles and documents
Racemization of secondary alcohols catalyzed by ruthenium: Application to chemoenzymatic dynamic resolution
Merabet-Khelassi, Mounia,Vriamont, Nicolas,Aribi-Zouioueche, Louisa,Riant, Olivier
experimental part, p. 1790 - 1796 (2012/01/03)
In this paper, we have shown that the [RuCl2(p-cymene)] 2 complex associated with simple hemisalen ligands is able to racemize (S)-1-phenylethanol. The influence on the racemization process of the ligand's structure as well as the nature of a co-catalyst have been evaluated and optimized. This [RuCl2(p-cymene)]2/Ligand/TEMPO racemization system was then associated with the Candida Antarctica B lipase in order to carry out dynamic kinetic resolution experiments on rac-phenylethanol. This led us to identify the best conditions for effective DKR, which was then applied to various secondary benzylic and aliphatic alcohols. It was thus possible to obtain (R)-1-cyclohexylethyl acetate from rac-1-cyclohexylethanol in quantitative conversion and with high enantioselectivity (98%).