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Effective resolution of 1-phenyl ethanol by Candida antarctica lipase B catalysed acylation with vinyl acetate in protic ionic liquids (PILs)

Antonia Pérez de los Ríos, Fred van Rantwijk, Roger A. Sheldon

Open publisher page 48 citations

Abstract

Herein we report the novel use of essentially anhydrous protic ionic liquids (PILs) as reaction media for performing the smooth kinetic resolution of 1-phenylethanol by Candida antarctica lipase B (CaLB) catalysed acylation with vinyl acetate at 40 °C. Good rates and high enantioselectivities (92–>99%) were observed with suspensions of both the free enzyme and cross-linked enzyme aggregates (CLEAs) of CaLB.

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What this paper is about

Herein we report the novel use of essentially anhydrous protic ionic liquids (PILs) as reaction media for performing the smooth kinetic resolution of 1-phenylethanol by Candida antarctica lipase B (CaLB) catalysed acylation with vinyl acetate at 40 °C. Good rates and high enantioselectivities (92–>99%) were observed with suspensions of both the free enzyme and cross-linked enzyme aggregates (CLEAs) of CaLB.

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Available abstract

Herein we report the novel use of essentially anhydrous protic ionic liquids (PILs) as reaction media for performing the smooth kinetic resolution of 1-phenylethanol by Candida antarctica lipase B (CaLB) catalysed acylation with vinyl acetate at 40 °C. Good rates and high enantioselectivities (92–>99%) were observed with suspensions of both the free enzyme and cross-linked enzyme aggregates (CLEAs) of CaLB.

Key concepts: Candida antarctica, Acylation, Kinetic resolution, Chemistry, Vinyl acetate, Lipase, Ionic liquid, Anhydrous

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