Highly Regio- and Enantioselective Reduction of 3,5-Dioxocarboxylates

Highly Regio- and Enantioselective Reduction of 3,5-Dioxocarboxylates

Only the keto group in position C‐5 is reduced in the enzymatic reduction of 3,5‐dioxocarboxylates by the alcohol dehydrogenase of Lactobacillus brevis (LBADH; see scheme). The strategy of nature for manipulating β‐keto metabolites inspired the development of a chemoenzymatic approach to virtually e...

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Veröffentlicht in:Angewandte Chemie International Edition 2000-12, Vol.39 (23), p.4306-4308
Hauptverfasser: Wolberg, Michael, Hummel, Werner, Wandrey, Christian, Müller, Michael
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Sprache:eng
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asymmetric catalysis
enzymes
ketones
oxidoreductases
reductions
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container_title Angewandte Chemie International Edition
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creator Wolberg, Michael
Hummel, Werner
Wandrey, Christian
Müller, Michael
description Only the keto group in position C‐5 is reduced in the enzymatic reduction of 3,5‐dioxocarboxylates by the alcohol dehydrogenase of Lactobacillus brevis (LBADH; see scheme). The strategy of nature for manipulating β‐keto metabolites inspired the development of a chemoenzymatic approach to virtually enantiopure 3,5‐dihydroxycarboxylate building blocks. The crucial enzymatic step can be performed on an attractively large scale.
doi_str_mv 10.1002/1521-3773(20001201)39:23<4306::AID-ANIE4306>3.0.CO;2-G
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source Wiley Online Library Journals Frontfile Complete
subjects asymmetric catalysis
enzymes
ketones
oxidoreductases
reductions
title Highly Regio- and Enantioselective Reduction of 3,5-Dioxocarboxylates
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