Diastereoselective synthesis of bis(α-aminophosphonates) by lipase catalytic promiscuity
| Autor: | Louisa Aribi-Zouioueche, Emilie Kolodziej, Samia Guezane-Lakoud, Rim Aissa, Martial Toffano |
|---|---|
| Přispěvatelé: | Laboratoire LCAE, Département de Chimie, Universite Badji Mokhtar Annaba, Université Badji Mokhtar - Annaba [Annaba] (UBMA), Institut de Chimie Moléculaire et des Matériaux d'Orsay (ICMMO), Institut de Chimie du CNRS (INC)-Université Paris-Saclay-Centre National de la Recherche Scientifique (CNRS), Centre National de la Recherche Scientifique (CNRS), Université Paris-Sud - Paris 11 (UP11)-Centre National de la Recherche Scientifique (CNRS)-Institut de Chimie du CNRS (INC), Université Paris-Saclay |
| Rok vydání: | 2019 |
| Předmět: |
biology
[CHIM.ORGA]Chemical Sciences/Organic chemistry Chemistry education fungi [CHIM.CATA]Chemical Sciences/Catalysis 02 engineering and technology General Chemistry 010402 general chemistry 021001 nanoscience & nanotechnology biology.organism_classification 01 natural sciences Catalysis Benzidine 0104 chemical sciences chemistry.chemical_compound Materials Chemistry biology.protein [CHIM]Chemical Sciences Organic chemistry Candida antarctica Lipase 0210 nano-technology |
| Zdroj: | New Journal of Chemistry New Journal of Chemistry, Royal Society of Chemistry, 2019, 43 (21), pp.8153-8159. ⟨10.1039/C8NJ06235H⟩ New Journal of Chemistry, Royal Society of Chemistry, 2019, 43 (21), pp.8153-8159. ⟨10.1039/c8nj06235h⟩ |
| ISSN: | 1369-9261 1144-0546 |
| DOI: | 10.1039/c8nj06235h |
| Popis: | International audience; New bis(α-aminophosphonates) were directly prepared with high diastereoselectivity by lipase catalytic promiscuity in the presence of immobilized Candida antarctica lipase. We focused on the multi-component Kabachnik–Fields reaction using various aldehydes, benzidine, and diethylphosphite in one pot. The reaction proceeded with short reaction times with good to excellent yields. The CAL-B was easily recovered and reused several times. A total diastereoselectivity was observed for bis(α-aminophosphonates) 4a, 4c, 4h, 4i, 4k and was high for 4b, 4f and 4j. |
| Databáze: | OpenAIRE |
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