Diastereoselective synthesis of bis(α-aminophosphonates) by lipase catalytic promiscuity
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 diet...
Published in: | New Journal of Chemistry |
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Main Authors: | , , , , |
Other Authors: | , , , , |
Format: | Article in Journal/Newspaper |
Language: | English |
Published: |
HAL CCSD
2019
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Subjects: | |
Online Access: | https://hal.archives-ouvertes.fr/hal-02359964 https://hal.archives-ouvertes.fr/hal-02359964/document https://hal.archives-ouvertes.fr/hal-02359964/file/NJC2019%20Word%20HAL.pdf https://doi.org/10.1039/c8nj06235h |
Summary: | 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. |
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