The microbial, asymmetric reduction of flavanone with fermenting bakers′ yeast led to the formation of (2S,4S)-(+)-cis-4-hydroxyflavan and (2R)-(+)-flavanone. The kinetic resolution of racemic cis-4-acetoxyflavan with lipase PS yields (2R, 4R)-(–)-cis-4-hydroxyflavan, and the (2S,4S)-(+)-enantiomer remains as the acetate.
T. Izumi, T. Hino and A. Kasahara, J. Chem. Soc., Perkin Trans. 1, 1992, 1265 DOI: 10.1039/P19920001265
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