Chemo- and stereo-selective biocatalytic reduction of α,β-unsaturated ketones employing a chemo-tolerant ADH from Rhodococcus ruber DSM 44541 |
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Authors: | Ruud van Deursen Wolfgang Stampfer Klaus Edegger Kurt Faber Wolfgang Kroutil |
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Institution: | Department of Chemistry, Organic and Bioorganic Chemistry, University of Graz, Heinrichstrasse 28, A-8010 Graz, Austria |
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Abstract: | Biocatalytic reduction of the keto-moiety of α,β-unsaturated ketones (enones) was achieved with absolute chemo- and stereo-selectivity employing whole lyophilized cells of Rhodococcus ruber DSM 44541 to furnish the corresponding allylic alcohols in e.e. up to >99%. It was shown that a stereocenter in γ-position of the ketone moiety to be reduced is too distant from the reaction center to induce any significant diastereoselectivity, thus no kinetic resolution of an racemic ketone occurred. |
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Keywords: | Chemoselective Stereoselective Biocatalytic reduction Rhodococcus ruber |
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