Enzymatic deacylation of benzylic acetates with in non-aqueous media, in the presence of amines

What is it about?

We report an efficient enantioselective cleavage of the acyl-moity of some secondary benzylic acetate derivatives catalyzed by lipase B from Candida antarctica (CAL-B) in the presence of triethylamine, as additive, in non aqueous media.

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Why is it important?

These approach allows an examination of the impact of the basicity and hydrophobicity on selectivity and reactivity of CAL-B. The outcome of the kinetic profile of the deacylation of benzylic acetate in the presence of triethylamine and CAL-B was performed and compared to those of the alcoholysis and the alkalin-hydrolysis with the Na2CO3, on one hand, and the acylation on the other hand. These elements of comparison allow an estimation of the impact of the reaction of parallel hydrolysis provided by the water stemming from various components of the reaction medium.