| Article ID | Journal | Published Year | Pages | File Type |
|---|---|---|---|---|
| 70010 | Journal of Molecular Catalysis B: Enzymatic | 2013 | 4 Pages |
Abstract
A straightforward approach to enantiomerically enriched (R) and (S)-3-hydroxycyclopentanone is described. The key step involves a kinetic resolution of racemic 3-hydroxycyclopentanone using commercial Pseudomonas cepacia lipase immobilized on diatomite (Amano lipase PS-DI). The absolute stereochemistry of the product was determined by derivatization into (R)-3-(benzyloxy)cyclopentanone.
Graphical abstractFigure optionsDownload full-size imageDownload as PowerPoint slideHighlights► Efficient preparation of optically pure 3-hydroxycyclopentanone. ► Kinetic resolution by lipase catalyzed acylation with vinyl acetate. ► Kazlauskas’ rule ambiguous with small cyclic substrates. ► Absolute stereochemistry confirmed by derivatization.
Related Topics
Physical Sciences and Engineering
Chemical Engineering
Catalysis
Authors
Bi-Shuang Chen, Ulf Hanefeld,