Enzymatic kinetic resolution of racemic 4-tetrahydropyranols by Candida rugosa lipase

Enzymatic kinetic resolution of racemic 4-tetrahydropyranols by Candida rugosa lipase

Enzymatic kinetic resolution of (±)-hydroxytetrahydropyrans has been achieved for the first time by means of lipase-mediated transesterification to afford optically active (2 S,4 R)-tetrahydropyranyl acetates and (2 R,4 S)-tetrahydropyranols in excellent yields with high enantioselectivity. Absolute...

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Veröffentlicht in:Tetrahedron letters 2007-06, Vol.48 (26), p.4631-4633
Hauptverfasser: Yadav, J.S., Reddy, B.V.Subba, Padmavani, B., Venugopal, Ch, Rao, A.Bhaskar
Format: Artikel
Sprache:eng
Schlagworte:
Candida rugosa
Kinetic resolution
Lipase
Tetrahydropyranols
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Zusammenfassung:Enzymatic kinetic resolution of (±)-hydroxytetrahydropyrans has been achieved for the first time by means of lipase-mediated transesterification to afford optically active (2 S,4 R)-tetrahydropyranyl acetates and (2 R,4 S)-tetrahydropyranols in excellent yields with high enantioselectivity. Absolute configurations of the tetrahydropyranyl acetates were assigned as ( S) by chemical correlation.
ISSN:0040-4039
1873-3581
DOI:10.1016/j.tetlet.2007.04.091