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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Oger C, Marton Z, Brinkmann Y, Bultel-Ponce V, Durand T, Graber M, Galano JM (2010) Lipase-catalyzed regioselective monoacetylation of unsymmetrical 1,5-primary diols J Org Chem75: 1892-7
Oger C, Marton Z, Brinkmann Y, Bultel-Ponce V, Durand T, Graber M, Galano JM (2010) J Org Chem75: 1892-7