Synthesis of Enantiomerically Enriched 2-Hydroxymethylalkanoic Acids by Oxidative Desymmetrisation of Achiral 1,3-Diols Mediated byAcetobacter aceti
| Autor: | Brenna, Elisabetta, Cannavale, Flavia, Crotti, Michele, De Vitis, Valerio, Gatti, Francesco G., Migliazza, Gaia, Molinari, Francesco, Parmeggiani, Fabio, Romano, Diego, Santangelo, Sara |
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| Rok vydání: | 2016 |
| Předmět: |
biocatalysis
oxidation Oxidative phosphorylation Primary alcohol 010402 general chemistry 01 natural sciences Catalysis desymmetrization Inorganic Chemistry enantioselectivity Organic chemistry acetic acid bacteria Physical and Theoretical Chemistry Acetobacter aceti chemistry.chemical_classification Aqueous medium biology 010405 organic chemistry Chemistry Sustainable manufacturing Organic Chemistry biology.organism_classification 0104 chemical sciences Temperature and pressure Enzyme Stereoselectivity |
| Zdroj: | ChemCatChem 8 (2016): 3796–3803. doi:10.1002/cctc.201601051 info:cnr-pdr/source/autori:Brenna, Elisabetta; Brenna, Elisabetta; Cannavale, Flavia; Crotti, Michele; De Vitis, Valerio; Gatti, Francesco G.; Migliazza, Gaia; Molinari, Francesco; Parmeggiani, Fabio; Romano, Diego; Santangelo, Sara/titolo:Synthesis of Enantiomerically Enriched 2-Hydroxymethylalkanoic Acids by Oxidative Desymmetrisation of Achiral 1,3-Diols Mediated by Acetobacter aceti/doi:10.1002%2Fcctc.201601051/rivista:ChemCatChem (Print)/anno:2016/pagina_da:3796/pagina_a:3803/intervallo_pagine:3796–3803/volume:8 |
| ISSN: | 1867-3880 |
| Popis: | The stereoselective desymmetrisation of achiral 2-alkyl-1,3-diols is performed by oxidation of one of the two enantiotopic primary alcohol moieties by means of Acetobacter aceti MIM 2000/28 to afford the corresponding chiral 2-hydroxymethyl alkanoic acids (up to 94 % ee). The procedure, carried out in aqueous medium under mild conditions of pH, temperature and pressure, contributes to enlarge the portfolio of enzymatic oxidations available to organic chemists for the development of sustainable manufacturing processes. |
| Databáze: | OpenAIRE |
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