Abstract
The reduction of racemic ethyl 2-oxocyclohexanecarboxylate (1) by the use of normal dry bakers'yeast (Free BY) or calcium alginate-immobilized bakers' yeast (IM-Alg) gave ( + )-1R, 2S-2-hydroxy ester (2) exclusively, while considerable amount of the corresponding ( + )-1S, 2S-2- hydroxy ester (2)was obtained together with ( + )-1R, 2S-2-hydroxy ester (2) in the presence of allyl alcohol. The ratio of the cis isomer (1R, 2S) to the trans isomer (1S, 2S) was about 7:3∼6:4 and the enantiomeric purity of each isomer was very high. In contrast, the reduction of 1 by the use of polyurethane-immobilized bakers' yeast (IM-PU) gave a mixture of ( + )-1R, 2S- and ( + )-15, 2S-2-hydroxy esters (7: 3) in the absence of allyl alcohol.
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