Regio- and stereoselective hydroxylation of N-substituted piperidin-2-ones with Sphingomonas sp. HXN-200

High activity, excellent regioselectivity, and opposite enantioselectivity were achieved in the hydroxylation of N-benzyl- and N- tert-butoxycarbonylpiperidin-2-one with Sphingomonas sp. HXN-200. High yield preparations of 4-hydroxypiperidin-2-ones were demonstrated in a bioreactor and in a shaking...

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Published in:Tetrahedron: asymmetry 2002-10, Vol.13 (19), p.2141-2147
Main Authors: Chang, Dongliang, Feiten, Hans-Jürgen, Witholt, Bernard, Li, Zhi
Format: Article
Language:English
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Summary:High activity, excellent regioselectivity, and opposite enantioselectivity were achieved in the hydroxylation of N-benzyl- and N- tert-butoxycarbonylpiperidin-2-one with Sphingomonas sp. HXN-200. High yield preparations of 4-hydroxypiperidin-2-ones were demonstrated in a bioreactor and in a shaking flask by use of the frozen/thawed cells as biocatalyst. The absolute configuration for the bioproducts was established. Graphic
ISSN:0957-4166
1362-511X
DOI:10.1016/S0957-4166(02)00534-7