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Insight into the stereoselectivity of PPL-catalyzed formation of polyesters from phenyl glycidyl ether and succinic anhydride
Authors:Hanane Debbeche  Martial Toffano  Emilie Kolodziej  Jean-Claude Fiaud  Louisa Aribi-Zouioueche
Institution:1. Université Paris-Sud, Laboratoire de Catalyse Moléculaire, ICMMO, UMR 8182, Orsay F-91405, France;2. Equipe de Synthèse Asymétrique et Biocatalyse, LCOA, Université Badji Mokhtar, 23000 Annaba, Algeria;3. CNRS, Orsay F-91405, France
Abstract:Analysis of the stereoselectivity that would be expected in the Pig Pancreatic Lipase-catalyzed oligomerization of succinic anhydride and phenyl glycidyl ether is carried out.The results show that no stereoselection was recorded at any step of the suggested mechanism of the process: opening of the chiral epoxide into 1,2-diol, nucleophilic attack of the chiral acylenzyme by a chiral diol, or by the hydroxyl group of a growing oligomer.
Keywords:
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