Lipase-catalyzed regioselective monoacetylation of unsymmetrical 1,5-primary diols.

Abstract : Lipase B from Candida antarctica (CALB) has been selected as the most suitable enzyme to catalyze the regioselective monoacetylation of 1,5-diol isoprostane intermediate, using vinyl acetate as an acyl transfer reagent in THF.We next applied this reaction on linear 2-substituted, 2,20-disubstituted-1,5- pentanediols, and cyclic 2,3-disubstituted-1,5-pentanediols. To rationalize the regioselectivity observed, molecular docking simulations were performed.
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Article dans une revue
Journal of Organic Chemistry, American Chemical Society, 2010, 75 (6), pp.1892-1897
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https://hal.archives-ouvertes.fr/hal-00464458
Contributeur : Brigitte Carles <>
Soumis le : mercredi 17 mars 2010 - 10:59:34
Dernière modification le : jeudi 11 janvier 2018 - 06:23:34

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  • HAL Id : hal-00464458, version 1

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C. Oger, Z. Marton, Y. Brinkmann, V. Bultel-Poncé, T. Durand, et al.. Lipase-catalyzed regioselective monoacetylation of unsymmetrical 1,5-primary diols.. Journal of Organic Chemistry, American Chemical Society, 2010, 75 (6), pp.1892-1897. 〈hal-00464458〉

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