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Guezane Lakoud Samia Merabet-Khelassi Mounia Aribi-Zouioueche Louisa 《Research on Chemical Intermediates》2016,42(5):4403-4415
Research on Chemical Intermediates - Nickel (II) sulfate hexahydrate is used for the first time as an efficient catalyst for the one-pot synthesis of α-aminophosphonates by three-component... 相似文献
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Mounia Merabet-Khelassi Nicolas Vriamont Louisa Aribi-Zouioueche Olivier Riant 《Tetrahedron: Asymmetry》2011,22(18-19):1790-1796
In this paper, we have shown that the [RuCl2(p-cymene)]2 complex associated with simple hemisalen ligands is able to racemize (S)-1-phenylethanol. The influence on the racemization process of the ligand’s structure as well as the nature of a co-catalyst have been evaluated and optimized. This [RuCl2(p-cymene)]2/Ligand/TEMPO racemization system was then associated with the Candida Antarctica B lipase in order to carry out dynamic kinetic resolution experiments on rac-phenylethanol. This led us to identify the best conditions for effective DKR, which was then applied to various secondary benzylic and aliphatic alcohols. It was thus possible to obtain (R)-1-cyclohexylethyl acetate from rac-1-cyclohexylethanol in quantitative conversion and with high enantioselectivity (98%). 相似文献
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Belkacemi Fatima Zohra Merabet-Khelassi Mounia Aribi-Zouioueche Louisa Riant Olivier 《Research on Chemical Intermediates》2018,44(11):6847-6860
Research on Chemical Intermediates - Enzymatic transesterification of dl-menthol with vinyl acetate in tert-Butyl methyl ether (TBME) catalyzed by Candida cylindracea lipase (CCL) was carried out... 相似文献
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Zahia Houiene Mounia Merabet-Khelassi Nassima Bouzemi Olivier Riant Louisa Aribi-Zouioueche 《Tetrahedron: Asymmetry》2013,24(5-6):290-296
Herein we report results of the chemoenzymatic deracemization of a range of secondary benzylic acetates 1a–9a via a sequence of hydrolysis with CAL-B lipase in non-conventional media, combined with esterification of the recovered alcohol according to the Mitsunobu protocol following an enzymatic kinetic resolution (KR). The KR of racemic acetates 1a–9a via an enzymatic hydrolysis, with CAL-B lipase and Na2CO3, in non-aqueous media was optimized and gave high selectivities (E ? 200) at good conversions (C >49%) for all of the substrates studied. This method competes well with the traditional one performed in a phosphate buffer solution. The deracemization using Mitsunobu inversion gave the (S)-acetates in moderate to excellent enantiomeric excess 75% < ee < 99%, in acceptable isolated yields 70% < yield < 89%, and with some variations according to the acetate structure. 相似文献
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Herein, we describe a clean and ecocompatible pathway for both N-benzoylation and N-acetylation of anilines, amines, diamines, and aminoalcohols using three enol esters with good yields. We have improved the use of vinyl benzoate for the direct introduction of a benzamido-moiety under solvent- and activation-free conditions. The recovered amides are easily isolated by crystallization. 相似文献
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Fatma Zahra Belkacemi Mounia Merabet-Khelassi Louisa Aribi-Zouioueche Olivier Riant 《Tetrahedron: Asymmetry》2017,28(11):1644-1650
Candida antarctica lipase proved to be a particularly efficient lipase for the resolution of racemic 2-arylcyclohexyl acetate in hydrolysis reaction with Na2CO3 in an organic medium. The (1R,2S)-trans-2-arylcyclohexanols 2a–2d were obtained with high ee values (up to >99%) and the selectivity reached E > 200. The influence of the enol ester and the solvent on (±)-trans-2-arylcyclohexanol in the CAL-B catalyzed acylation was also studied and compared with the deacylation. The CAL-B exhibits a better affinity for the alkaline hydrolysis reaction compared with acylation with the enol esters in the same organic solvents. The best conditions were applied to resolve a stereoisomeric mixture cis/trans-2-phenyl-1-cyclohexanol and its corresponding acetate by acylation and deacylation. The obtained results show a highly enantio- and diastereoselectivity of the CAL-B during the acylation and the deacylation in favor of the trans-(R)-enantiomer product. The resolution of a mixture of cis/trans-2-arylcyclohexanols was an easy, convenient approach to provide only one stereoisomer of a mixture of four with high enantiomeric excess. 相似文献
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