In the hydrolysis of racemic 3-(4-methoxyphenyl)glycidic acid methyl ester by immobilized Mucor miehel lipase in supercritical CO2 the initial hydrolysis rate of the (2S,3R)-form was faster than the rate of the (2R,3S) -form. The stereoisomeric excess of the (2R,3S)-form reached 87 % at 53 % total conversion level. The water content of the reaction mixture and the initial concentration of the 3-(4-methoxyphenyl) glycidic acid methyl ester had no effect on isomeric purity. The reaction rate in supercritical CO2 was considerably faster than in toluene/water -mixture.
Rantakylä, M., Alkio, M., & Aaltonen, O. (1996). Stereospecific hydrolysis 3-(4-methoxyphenyl)glycidic ester in supercritical carbon dioxide by immobilized lipase. Biotechnology Letters, 18(9), 1089-1094. https://doi.org/10.1007/BF00129737