Resolution of 1-(2-Naphthyl)ethanol by a Combination of an Enzyme-Catalyzed Kinetic Resolution with a Fluorous Triphasic Separative Reaction

Resolution of 1-(2-Naphthyl)ethanol by a Combination of an Enzyme-Catalyzed Kinetic Resolution with a Fluorous Triphasic Separative Reaction

Kinetic resolution of a fluorous ester rac-1 with Candida antarctica B lipase provided a mixture of enantioenriched alcohol (R)-2 and fluorous ester (S)-1. The mixture was subjected to a fluorous triphasic reaction to give both enantiomers of 1-(2-naphthyl)ethanol 2 in high ee without chromatographi...

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Veröffentlicht in:Organic letters 2002-07, Vol.4 (15), p.2585-2587
Hauptverfasser: Luo, Zhiyong, Swaleh, Sauda M, Theil, Fritz, Curran, Dennis P
Format: Artikel
Sprache:eng
Schlagworte:
Catalysis
Esters - chemistry
Ethanol - analogs & derivatives
Ethanol - isolation & purification
Fluorescent Dyes
Fungal Proteins
Kinetics
Lipase - metabolism
Naphthalenes - isolation & purification
Solvents - chemistry
Stereoisomerism
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Zusammenfassung:Kinetic resolution of a fluorous ester rac-1 with Candida antarctica B lipase provided a mixture of enantioenriched alcohol (R)-2 and fluorous ester (S)-1. The mixture was subjected to a fluorous triphasic reaction to give both enantiomers of 1-(2-naphthyl)ethanol 2 in high ee without chromatographic separation or fluorous−organic liquid−liquid extractive purification.
ISSN:1523-7060
1523-7052
DOI:10.1021/ol026232f