140630-34-8Relevant articles and documents
Ionic liquid-coated enzyme for biocatalysis in organic solvent
Lee, Jae Kwan,Kim, Mahn-Joo
, p. 6845 - 6847 (2002)
Ionic liquid-coated enzyme (ILCE) is described as a useful catalyst for biocatalysis in organic solvent. An ionic liquid, [PPMIM]-[PF6] (1, [PPMIM] = 1-(3′-phenylpropyl)-3-methylimidazolium), which is solid at room temperature and becomes liquid above 53°C, was synthesized in two steps from N-methylimidazole. The coating of enzyme was done by simply mixing commercially available enzyme with 1 in the liquid phase above 53°C and then allowing the mixture to cool. A representative ILCE, prepared with a lipase from Pseudomonas cepacia, showed markedly enhanced enantioselectivity without losing any significant activity.
Highly efficient route for enantioselective preparation of chlorohydrins via dynamic kinetic resolution
Traeft, Annika,Bogar, Krisztian,Warner, Madeleine,Baeckvall, Jan-E.
supporting information; experimental part, p. 4807 - 4810 (2009/05/31)
(Equation Presented) Dynamic kinetic resolution (DKR) of various aromatic chlorohydrins with the use of Pseudomonas cepacia lipase (PS-C "Amano" II) and ruthenium catalyst 1 afforded chlorohydrin acetates in high yields and high enantiomeric excesses. These optically pure chlorohydrin acetates are useful synthetic intermediates and can be transformed to a range of important chiral compounds.
Chemoenzymatic dynamic kinetic resolution of β-halo alcohols. An efficient route to chiral epoxides
Pamies, Oscar,Baeckvall, Jan-E.
, p. 9006 - 9010 (2007/10/03)
Enzymatic resolution of β-chloro alcohols in combination with ruthenium-catalyzed alcohol isomerization led to a successful dynamic kinetic resolution (conversion up to 99% and ee up to 97%). The efficiency of the DKR is dramatically reduced when β-bromo alcohols are used. The presence of the bromo substituent causes decomposition of the ruthenium catalysts, which triggers the progressive deactivation of the enzyme. The synthetic utility of this procedure has been illustrated by the practical synthesis of different chiral epoxides.