Bulletin of the Chemical Society of Japan p. 99 - 102 (1999)
Update date:2022-08-04
Topics:
Kawai, Yasushi
Hida, Kouichi
Tsujimoto, Munekazu
Kondo, Shin-Ichi
Kitano, Kazutada
Nakamura, Kaoru
Ohno, Atsuyoshi
Optically pure α-hydroxy esters and α-hydroxy ketones have been synthesized by the reduction of the corresponding ketones with a keto ester reductase isolated from bakers' yeast (YKER-I). The reduction of α-keto esters affords the corresponding (S)- or (R)-hydroxy esters selectively, where the stereochemical course depends on the chain length of the alkyl substituent on the carbonyl group. An α-keto short alkanoic ester affords the corresponding (S)-hydroxy ester, whereas a long alkanoate yields the corresponding (R)-hydroxy ester. The reduction of α-diketones affords the corresponding (S)-2-hydroxy ketones regio- and stereoselectively.
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