摘要：

The present study deals with the biocatalytic enantioselective synthesis of 19 new chiral alcohols with alkyl (C–C) and phenyl, substituted phenyl, heteroaromatic, and naphthyl groups – with an ()-configuration and high enantiomeric excess (100%). The corresponding ketones – were synthesized and then reduced with NaBH to their racemic alcohols –, which were converted into their racemic acetyl derivatives –. Enzymes of four different types were used for the enantioselective hydrolysis of these acetyl compounds –. The optimal reaction conditions for these four enzymes were established by investigating the enantiomeric excesses by chiral HPLC. lipasefromBurkholdericacepaciaPseudomonascepaciaAL-PS)-chiral carbinols –.Graphical abstract1-Phenyl-1-tridecanol1932Ee 99%cSource of chirality: enzymatic enantioselective hydrolysisAbsolute configuration: ()1-Phenyl-1-tetradecanol2034Ee 99%cSource of chirality: enzymatic enantioselective hydrolysisAbsolute configuration: ()1-Phenyl-1-pentadecanol2136Ee 92%cSource of chirality: enzymatic enantioselective hydrolysisAbsolute configuration: ()1-Phenyl-1-hexadecanol2238Ee 99%cSource of chirality: enzymatic enantioselective hydrolysisAbsolute configuration: ()1-Phenyl-1-nonadecanol2544Ee 86%cSource of chirality: enzymatic enantioselective hydrolysisAbsolute configuration: ()1-Phenyl-1-eicosanol2646Ee 92%cSource of chirality: enzymatic enantioselective hydrolysisAbsolute configuration: ()1-(-Methylphenyl)-1-tridecanol2034Ee 100%cSource of chirality: enzymatic enantioselective hydrolysisAbsolute configuration: ()1-(-Methoxyphenyl)-1-tetradecanol21362Ee 100%cSource of chirality: enzymatic enantioselective hydrolysisAbsolute configuration: ()1-(-Bromophenyl)-1-tetradecanol2033Ee 92%cSource of chirality: enzymatic enantioselective hydrolysisAbsolute configuration: ()1-(-Hydroxyphenyl)-1-tetradecanol20342Ee 22%cSource of chirality: enzymatic enantioselective hydrolysisAbsolute configuration: ()1-(2-Furyl)-1-hexadecanol20362Ee 72%cSource of chirality: enzymatic enantioselective hydrolysisAbsolute configuration: ()1-(2-Thenyl)-1-hexadecanol2036Ee 70%cSource of chirality: enzymatic enantioselective hydrolysisAbsolute configuration: ()1-(Naphthlalen-2-yl)-1-tridecanol2334Ee 100%cSource of chirality: enzymatic enantioselective hydrolysisAbsolute configuration: ()(4--Butylphenyl)(phenyl)methanol1720Ee 90%cSource of chirality: enzymatic enantioselective hydrolysisAbsolute configuration: ()2-Nonadecanol1940Ee 80%cSource of chirality: enzymatic enantioselective hydrolysisAbsolute configuration: ()3-Octadecanol1838Ee 91%cSource of chirality: enzymatic enantioselective hydrolysisAbsolute configuration: ()4-Heptadecanol1734Ee 57%cSource of chirality: enzymatic enantioselective hydrolysisAbsolute configuration: ()4-Henicosanol2144Ee 60%cSource of chirality: enzymatic enantioselective hydrolysisAbsolute configuration: ()

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