Effect of alkaloids on the activity and selectivity of Candida rugosa lipase in the kinetic resolution of 2-hydroxymethyl-1-phenylthioferrocene with planar chirality

Merabet-Khelassi, Mounia;Aribi-Zouiolieche, Louisa;Riant, Olivier
(2008) Tetrahedron: Asymmetry — Vol. 19, n° 20, p. 2378-2384 (2008)

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Authors
  • Merabet-Khelassi, MouniaUCLouvain
    Author
  • Aribi-Zouiolieche, Louisa
    Author
  • Riant, OlivierUCLouvain
    Author
Abstract
The use of the o-(4-chlorobenzoyl) hydroquinine as an additive in the enzymatic transesterification in the presence of Candida rugosa lipase (CRL) of a planar chiral molecule, such as 2-hydroxymethyl-1-phenylthioferrocene, shows a large enhancement of the reactivity and selectivity of this lipase towards this primary alcohol. An E-value of 143 could be reached at 53% conversion with vinyl acetate as the acylating agent in toluene. (C) 2008 Elsevier Ltd. All rights reserved.
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Merabet-Khelassi, M., Aribi-Zouiolieche, L., & Riant, O. (2008). Effect of alkaloids on the activity and selectivity of Candida rugosa lipase in the kinetic resolution of 2-hydroxymethyl-1-phenylthioferrocene with planar chirality. Tetrahedron: Asymmetry, 19(20), 2378-2384. https://doi.org/10.1016/j.tetasy.2008.10.009 (Original work published 2008)