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Biocatalytic asymmetric synthesis of secondary allylic alcohols using Burkholderia cepacia lipase immobilized on multiwalled carbon nanotubes

Michele do Rocio Gonçalves Dias, Gesieli Prado Cardoso da Silva,Alysson de Pauloveloso,Nadia Krieger,Cristiane Pilissão

Chirality(2022)

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Abstract
The lipase from Burkholderia cepacia (BCL) was immobilized through physical adsorption on pristine and functionalized multiwalled carbon nanotubes (MWCNTs) with carboxyl or amine groups and used in the stereoselective acylation of (R,S)‐1‐octen‐3‐ol (1) and (R,S)‐(E)‐4‐phenyl‐3‐buten‐2‐ol (4) with vinyl acetate. All immobilized preparations produced better results than free BCL. For (R,S)‐4, 50% conversion and E > 200 were obtained in n‐hexane or in solvent‐free medium. For (R,S)‐1, in solvent‐free medium, the conversion was 38% with a slight increase in the E‐value (E = 10).
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Key words
allylic alcohols,enzymatic kinetic resolution,immobilization,lipases,multiwalled carbon nanotubes (MWCNTs),solvent‐free medium
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