Preparative β-Ketoester Reductions and Ester Hydrolyses by Yeast, Using Free Cells in Organic Media
Free cells of yeast have been used for preparative β-ketoester reductions and ester hydrolyses in a mixture of isopropyl hexadecanoate and soybean phospholipids. The commercially available pressed lager baker’s yeast was used without adding water to the organic medium. In this way, ca. 50 g substra...
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| Main Authors: | , , |
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| Format: | Article |
| Language: | deu |
| Published: |
Swiss Chemical Society
1989-11-01
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| Series: | CHIMIA |
| Online Access: | https://www.chimia.ch/chimia/article/view/9930 |
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| Summary: | Free cells of yeast have been used for preparative β-ketoester reductions and ester hydrolyses in a mixture of isopropyl hexadecanoate and soybean phospholipids. The commercially available pressed lager baker’s yeast was used without adding water to the organic medium. In this way, ca. 50 g substrate could be easily converted by 500-700 g yeast in a 1.5 L volume, thus surpassing the reported procedures in aqueous media. Switching from aqueous to organic medium led, in a couple of cases, to an increase of the enantioselectivity from 90% (in water) to > 99% ee (in the organic medium) for ketone reduction and from 74 % to > 99 % ee for ester hydrolysis as compared to the best reported data for aqueous conditions.
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| ISSN: | 0009-4293 2673-2424 |