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

نویسندگان

  • Camille Oger
  • Zsuzsanna Marton
  • Yasmin Brinkmann
  • Valérie Bultel-Poncé
  • Thierry Durand
  • Marianne Graber
  • Jean-Marie Galano
چکیده

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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عنوان ژورنال:
  • The Journal of organic chemistry

دوره 75 6  شماره 

صفحات  -

تاریخ انتشار 2010