Lipase-catalyzed transesterification was demonstrated using methyl esters as acyl donors under reduced pressure in an ionic liquid ([bmim]PF6) solvent system. The transesterification of 5-phenyl-1-penten-3-ol took place smoothly under reduced pressure at 27 hPa at 40 °C when methyl phenylthioacetate was used as acyl donor in [bmim]PF6, and we succeeded in obtaining the corresponding acylated compound in optically pure form; this makes it possible to use lipase repeatedly because there was no drop in the reaction rate despite three repetitions of the process.
Lipase-catalyzed enantioselective transesterification was demonstrated using several types of imidazolium alkyl sulfate as a reaction medium. The desired optically pure acetate was successfully obtained under the conditions used, although reaction rate was inferior to that in imidazolium tetrafluoroborate.
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