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Synthesis of amides and amines from aldehydes or ketones by heterogeneous metal catalysis
Mid Sweden University, Faculty of Science, Technology and Media, Department of Natural Sciences.ORCID iD: 0000-0002-5108-6487
Mid Sweden University, Faculty of Science, Technology and Media, Department of Natural Sciences.
Mid Sweden University, Faculty of Science, Technology and Media, Department of Natural Sciences.
2019 (English)Patent (Other (popular science, discussion, etc.))
Abstract [en]

A mild and efficient synthesis of primary amines and amides from aldehydes or ketones using a heterogeneous metal catalyst and amine donor is disclosed. The initial heterogeneous metal-catalyzed reaction between the carbonyl and the amine donor components is followed by the addition of a suitable acylating agent component in one-pot, thus providing a catalytic one-pot three-component synthesis of amides. Integration of enzyme catalysis allows for eco-friendly one-pot co-catalytic synthesis of amides from aldehyde and ketone substrates, respectively. The process can be applied to asymmetric synthesis or to the co-catalytic one-pot three-component synthesis of capsaicin and its analogues from vanillin or vanillyl alcohol. A co-catalytic reductive amination/dynamic kinetic resolution (dkr) relay sequence for the asymmetric synthesis of optically active amides from ketones is disclosed. Implementation of a catalytic reductive amination/kinetic resolution (kr) relay sequence produces the corresponding optically active amide product and optical active primary amine product with the opposite stereochemistry from the starting ketones.

Place, publisher, year, edition, pages
2019.
National Category
Organic Chemistry
Identifiers
URN: urn:nbn:se:miun:diva-41195OAI: oai:DiVA.org:miun-41195DiVA, id: diva2:1528456
Patent
US 10308588 B2 (2019-06-04)Available from: 2021-02-15 Created: 2021-02-15 Last updated: 2021-02-15Bibliographically approved

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Afewerki, SamsonCordova, ArmandoPalo-Nieto, Carlos

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