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Synthesis of functionalised β-keto amides by aminoacylation/domino fragmentation of β-enamino amides

Ethylenediamine-derived β-enamino amides are used as equivalents of amide enolate synthons in C-acylation reactions with N-protected amino acids. Domino fragmentation of the obtained intermediates leads to functionalised β-keto amides, bearing a protected amino group in their side chain.

Detalles Bibliográficos
Autores principales: Yanev, Pavel, Angelov, Plamen
Formato: Online Artículo Texto
Lenguaje:English
Publicado: Beilstein-Institut 2018
Materias:
Acceso en línea:https://www.ncbi.nlm.nih.gov/pmc/articles/PMC6204755/
https://www.ncbi.nlm.nih.gov/pubmed/30410622
http://dx.doi.org/10.3762/bjoc.14.238
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author Yanev, Pavel
Angelov, Plamen
author_facet Yanev, Pavel
Angelov, Plamen
author_sort Yanev, Pavel
collection PubMed
description Ethylenediamine-derived β-enamino amides are used as equivalents of amide enolate synthons in C-acylation reactions with N-protected amino acids. Domino fragmentation of the obtained intermediates leads to functionalised β-keto amides, bearing a protected amino group in their side chain.
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spelling pubmed-62047552018-11-08 Synthesis of functionalised β-keto amides by aminoacylation/domino fragmentation of β-enamino amides Yanev, Pavel Angelov, Plamen Beilstein J Org Chem Full Research Paper Ethylenediamine-derived β-enamino amides are used as equivalents of amide enolate synthons in C-acylation reactions with N-protected amino acids. Domino fragmentation of the obtained intermediates leads to functionalised β-keto amides, bearing a protected amino group in their side chain. Beilstein-Institut 2018-10-10 /pmc/articles/PMC6204755/ /pubmed/30410622 http://dx.doi.org/10.3762/bjoc.14.238 Text en Copyright © 2018, Yanev and Angelov https://creativecommons.org/licenses/by/4.0https://www.beilstein-journals.org/bjoc/termsThis is an Open Access article under the terms of the Creative Commons Attribution License (https://creativecommons.org/licenses/by/4.0). Please note that the reuse, redistribution and reproduction in particular requires that the authors and source are credited. The license is subject to the Beilstein Journal of Organic Chemistry terms and conditions: (https://www.beilstein-journals.org/bjoc/terms)
spellingShingle Full Research Paper
Yanev, Pavel
Angelov, Plamen
Synthesis of functionalised β-keto amides by aminoacylation/domino fragmentation of β-enamino amides
title Synthesis of functionalised β-keto amides by aminoacylation/domino fragmentation of β-enamino amides
title_full Synthesis of functionalised β-keto amides by aminoacylation/domino fragmentation of β-enamino amides
title_fullStr Synthesis of functionalised β-keto amides by aminoacylation/domino fragmentation of β-enamino amides
title_full_unstemmed Synthesis of functionalised β-keto amides by aminoacylation/domino fragmentation of β-enamino amides
title_short Synthesis of functionalised β-keto amides by aminoacylation/domino fragmentation of β-enamino amides
title_sort synthesis of functionalised β-keto amides by aminoacylation/domino fragmentation of β-enamino amides
topic Full Research Paper
url https://www.ncbi.nlm.nih.gov/pmc/articles/PMC6204755/
https://www.ncbi.nlm.nih.gov/pubmed/30410622
http://dx.doi.org/10.3762/bjoc.14.238
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