A clean enzymatic process for producing flavour esters by direct esterification in switchable ionic liquid/solid phases

Lozano, Pedro; Bernal, Juan Manuel Zaragoza; Navarro, Anna

doi:10.1039/c2gc36081k

Cited by 78 publications

(76 citation statements)

References 63 publications

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“…30 5A). 32 It should be noted that the yield of the hydrophobic compound recovered by decantation from the [C16tma][NTf2] solid phase was dependent on the flavour (i.e. 5B).…”

Section: From Structure To Application As Sponge-like Ionic Liquidsmentioning

confidence: 99%

“…neryl acetate, geranyl acetate, citronellyl acetate and isoamyl acetate), by direct esterification of acetic acid and the corresponding alcohol, was studied at 50ºC. 32 In another example, the synthesis of anisyl acetate, a fragrance ingredient used in many cosmetic and fine fragrance products, was assayed by the direct esterification of acetic acid with anisyl alcohol (at a 1/1 mol/mol acid/alcohol concentration ratio) catalysed by lipase in 70% (w/w) [C16tma] [NTf2]. 1/3, 2/3 and 3/3 mol/mol).…”

Section: Biocatalytic Production Of Flavour Esters In Sponge-like Ionmentioning

confidence: 99%

“…Flavour ester (NA, neryl acetate; GA, geranyl acetate; CA, citronellyl acetate; IA, isoamyl acetate) concentration in the top phase, as results of the esterification reaction catalysed by immobilized lipase in 60% (w/w) [C 16 tma][NTf 2 ] by using different acetic acid/flavour alcohol molar ratio as substrates (reaction product yield in top of bars), then separated by the cooling/centrifugation approach 32. …”

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confidence: 99%

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Sponge-like ionic liquids: a new platform for green biocatalytic chemical processes

et al. 2015

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Registro de acceso restringido Este recurso no está disponible en acceso abierto por política de la editorial. No obstante, se puede acceder al texto completo desde la Universitat Jaume I o si el usuario cuenta con suscripción. Registre d'accés restringit Aquest recurs no està disponible en accés obert per política de l'editorial. No obstant això, es pot accedir al text complet des de la Universitat Jaume I o si l'usuari compta amb subscripció. Restricted access item This item isn't open access because of publisher's policy. The full--text version is only available from Jaume I University or if the user has a running suscription to the publisher's contents.

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“…30 5A). 32 It should be noted that the yield of the hydrophobic compound recovered by decantation from the [C16tma][NTf2] solid phase was dependent on the flavour (i.e. 5B).…”

Section: From Structure To Application As Sponge-like Ionic Liquidsmentioning

confidence: 99%

Section: Biocatalytic Production Of Flavour Esters In Sponge-like Ionmentioning

confidence: 99%

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confidence: 99%

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Sponge-like ionic liquids: a new platform for green biocatalytic chemical processes

et al. 2015

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“…Most of the studies on lipase-catalyzed transesterification have been performed using standard mechanical stirring conditions [44,45]. However, microwave and ultrasound irradiation activation has emerged as alternative sources of homogenizing energy with potential applications in enzymatic reaction control.…”

Section: Resultsmentioning

confidence: 99%

Easy preparation of enantiomerically enriched heteroaromatic alcohols through lipase-catalyzed acylation with succinic anhydride under unconventional activation

Melais

Boukachabia

Aribi‐Zouioueche

et al. 2015

Bioprocess Biosyst Eng

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This study reports the lipase-catalyzed resolution of heteroaromatic secondary alcohols by succinic anhydride under different activation conditions by convenient procedure with succinic anhydride. The effects of succinic anhydride and the nature of the heteroatom are discussed in standard conditions in the kinetic resolution with lipases. The results recorded under microwave activation and ultrasonication is compared. (R)-4-chromanol was obtained in optically pure form (ee > 99%) with a high selectivity E > 200 by Pseudomonas cepacia lipase (PCL) in diethyl ether, using microwave radiation and under ultrasonication. The reaction time is reduced compared to the conventional heating with a better control of the selectivity of the lipase PCL. A significant effect of the nature of the heteroatoms on the reactivity and selectivity of the lipase with succinic anhydride has been disclosed, regardless the conditions of activation. This method proved to be clean, fast, interesting alternative, and facilitates the use of a cyclic anhydride, by microwave or ultrasound especially with secondary alcohols. The process is a valuable prerequisite for the preparative scale production of enantiomerically heteroaromatic alcohols in sustainable chemistry.

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“…1 They provide unique solvent properties necessary for green processes. 2 SWILs have many applications in CO2 capture, 3,4 water-purification, 5 catalysis, 6,7 nanomaterial synthesis. 8,9 SWILs are comprised of CO2-reactive species, most commonly an alcohol and an amine base.…”

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confidence: 99%

Two coexisting liquid phases in switchable ionic liquids

Yao

Lao

Sui

et al. 2017

Phys. Chem. Chem. Phys.

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A clean enzymatic process for producing flavour esters by direct esterification in switchable ionic liquid/solid phases

Cited by 78 publications

References 63 publications

Sponge-like ionic liquids: a new platform for green biocatalytic chemical processes

Sponge-like ionic liquids: a new platform for green biocatalytic chemical processes

Easy preparation of enantiomerically enriched heteroaromatic alcohols through lipase-catalyzed acylation with succinic anhydride under unconventional activation

Two coexisting liquid phases in switchable ionic liquids

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