| Autor: |
Poessl, Tina 4;M., Kosjek, Birgit, Ellmer, Ursula, Gruber, Christian 4;C., Edegger, Klaus, Faber, Kurt, Hildebrandt, Petra, Bornscheuer, Uwe 4;T., Kroutil, Wolfgang |
| Zdroj: |
Advanced Synthesis & Catalysis; November 2005, Vol. 347 Issue: 14 p1827-1834, 8p |
| Abstrakt: |
Biocatalytic hydrogen-transfer reduction of α-chloro-ketones furnished non-racemic chlorohydrins by employing either Rhodococcus ruber as lyophilized cell catalyst or an alcohol dehydrogenase preparation from Pseudomonas fluorescens DSM 50106 (PF-ADH). For all substrates investigated, Rhodococcus ruber gave strictly the “Prelog” product, whereas PF-ADH showed scattered stereopreference. One possibility for a follow-up reaction of halohydrins is the ring closure to the corresponding epoxide. A novel “one pot-one step strategy” was employed to obtain the enantiopure epoxide from the α-chloro-ketone in a cascade like fashion at pH>12 involving biocatalytic hydrogen transfer reduction and in situ chemo-catalyzed ring closure. |
| Databáze: |
Supplemental Index |
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