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- Title
CAL- B-Catalyzed Enantioselective Deacetylation of Some Benzylic Acetate Derivatives Via Alcoholysis in Non-aqueous Media.
- Authors
Zaïdi, Amna; Merabet-Khelassi, Mounia; Aribi-Zouioueche, Louisa
- Abstract
Enantioselective deacetylation of a set of benzylic acetates via alcoholysis catalyzed by Lipase B from Candida antarctica ( CAL- B), under mild conditions is described. A systematic study allows to determine the appropriate combination nucleophile/organic solvent and also to explain the influence of these parameters on the enzymatic catalytic reaction. In all cases, ( R)-alcohols are obtained with high ee (up to >99 %) at conversion 36 % < C < 48 %, the selectivity reaching E > 500. The enzymatic reactivity is influenced by the hydrophobicity of solvent and the structure/nature of the nucleophile. Furthermore, CAL- B allows enantio-complementary between transesterifications in non-aqueous media: alcoholysis and acetylation. Graphical Abstract: [Figure not available: see fulltext.]
- Subjects
ENANTIOSELECTIVE catalysis; DEACETYLATION; BENZYLIC group; ACETATE derivatives; ALCOHOLYSIS
- Publication
Catalysis Letters, 2015, Vol 145, Issue 4, p1054
- ISSN
1011-372X
- Publication type
Article
- DOI
10.1007/s10562-014-1470-7