Stereoselective Synthesis of γ‐(Acyloxy)carboxylic Acids and γ‐Lactones Featuring the Switch of Stereopreference of Candida antarctica Lipase B in Sodium γ‐Hydroxycarboxylate Homologues

Scalable protocols of straightforward synthesis of enantiomeric γ‐(acyloxy)carboxylic acids and γ‐lactones are presented. The key step is lipase‐catalyzed stereoselective acylation of γ‐hydroxycarboxylic acid sodium salt in organic solvent followed by acidification of the product, extraction and aci...

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Veröffentlicht in:	European journal of organic chemistry 2023-01, Vol.26 (3), p.n/a
Hauptverfasser:	Parve, Jaan, Kudryashova, Marina, Shalima, Tatsiana, Villo, Ly, Ferschel, Moonika, Niidu, Allan, Liblikas, Ilme, Reile, Indrek, Aav, Riina, Gathergood, Nicholas, Vares, Lauri, Pehk, Tõnis, Parve, Omar
Format:	Artikel
Sprache:	eng
Schlagworte:	Acetic acid Acidification Acylation biocatalysis Carboxylic acids Configurations Distillation enantiomeric γ-lactones Enantiomers Homology Lactones Lipase Nucleophiles Reaction time Sodium bicarbonate Sodium salts Stereoselectivity γ-(acyloxy)carboxylic acid γ-hydroxycarboxylic acid sodium salt
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