An Enantio‐ and Diastereoselective Chemoenzymatic Synthesis of α‐Fluoro β‐Hydroxy Carboxylic Esters
Abstract: The trans‐o‐hydroxybenzylidene pyruvate aldolase‐catalysed reactions between fluoropyruvate and many (hetero) aromatic aldehydes yield aldol adducts without subsequent dehydration. Treatment of the reaction products with hydrogen peroxide yields the corresponding syn‐configured α‐fluoro β‐hydroxy carboxylic acids which have >98 % ee. The overall chemoenzymatic approach, in which fluoropyruvate serves as a fluoroacetate equivalent, may be exploited in the synthesis of polar building blocks and fragments with potential value in drug discovery.
- Standort
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Deutsche Nationalbibliothek Frankfurt am Main
- Umfang
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Online-Ressource
- Sprache
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Englisch
- Erschienen in
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An Enantio‐ and Diastereoselective Chemoenzymatic Synthesis of α‐Fluoro β‐Hydroxy Carboxylic Esters ; volume:55 ; number:23 ; year:2016 ; pages:6767-6770 ; extent:4
Angewandte Chemie / International edition. International edition ; 55, Heft 23 (2016), 6767-6770 (gesamt 4)
- Urheber
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Howard, James K.
Müller, Marion
Berry, Alan
Nelson, Adam
- DOI
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10.1002/anie.201602852
- URN
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urn:nbn:de:101:1-2022101007081653756778
- Rechteinformation
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Open Access; Der Zugriff auf das Objekt ist unbeschränkt möglich.
- Letzte Aktualisierung
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15.08.2025, 07:20 MESZ
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Beteiligte
- Howard, James K.
- Müller, Marion
- Berry, Alan
- Nelson, Adam
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