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  • Title: Lipase-catalyzed regioselective monoacetylation of unsymmetrical 1,5-primary diols.
    Author: Oger C, Marton Z, Brinkmann Y, Bultel-Poncé V, Durand T, Graber M, Galano JM.
    Journal: J Org Chem; 2010 Mar 19; 75(6):1892-7. PubMed ID: 20187621.
    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, 2,2'-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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