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N-Alkylation/aldol reaction of α-aldimino thioesters: a facile three-component coupling reaction

Theoretical calculation of the reactivity of α-imino thioesters indicates that they are very reactive substrates for Umpolung N-alkylation. In fact, treatment of α-aldimino thioesters with dialkylzinc reagents in the presence of aldehydes or imines gives three-component coupling products in good yie...

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Detalles Bibliográficos
Autores principales: Shimizu, Makoto, Higashino, Asako, Mizota, Isao, Zhu, Yusong
Formato: Online Artículo Texto
Lenguaje:English
Publicado: The Royal Society of Chemistry 2021
Materias:
Acceso en línea:https://www.ncbi.nlm.nih.gov/pmc/articles/PMC8697212/
https://www.ncbi.nlm.nih.gov/pubmed/35423863
http://dx.doi.org/10.1039/d1ra02000e
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author Shimizu, Makoto
Higashino, Asako
Mizota, Isao
Zhu, Yusong
author_facet Shimizu, Makoto
Higashino, Asako
Mizota, Isao
Zhu, Yusong
author_sort Shimizu, Makoto
collection PubMed
description Theoretical calculation of the reactivity of α-imino thioesters indicates that they are very reactive substrates for Umpolung N-alkylation. In fact, treatment of α-aldimino thioesters with dialkylzinc reagents in the presence of aldehydes or imines gives three-component coupling products in good yields.
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spelling pubmed-86972122022-04-13 N-Alkylation/aldol reaction of α-aldimino thioesters: a facile three-component coupling reaction Shimizu, Makoto Higashino, Asako Mizota, Isao Zhu, Yusong RSC Adv Chemistry Theoretical calculation of the reactivity of α-imino thioesters indicates that they are very reactive substrates for Umpolung N-alkylation. In fact, treatment of α-aldimino thioesters with dialkylzinc reagents in the presence of aldehydes or imines gives three-component coupling products in good yields. The Royal Society of Chemistry 2021-04-07 /pmc/articles/PMC8697212/ /pubmed/35423863 http://dx.doi.org/10.1039/d1ra02000e Text en This journal is © The Royal Society of Chemistry https://creativecommons.org/licenses/by-nc/3.0/
spellingShingle Chemistry
Shimizu, Makoto
Higashino, Asako
Mizota, Isao
Zhu, Yusong
N-Alkylation/aldol reaction of α-aldimino thioesters: a facile three-component coupling reaction
title N-Alkylation/aldol reaction of α-aldimino thioesters: a facile three-component coupling reaction
title_full N-Alkylation/aldol reaction of α-aldimino thioesters: a facile three-component coupling reaction
title_fullStr N-Alkylation/aldol reaction of α-aldimino thioesters: a facile three-component coupling reaction
title_full_unstemmed N-Alkylation/aldol reaction of α-aldimino thioesters: a facile three-component coupling reaction
title_short N-Alkylation/aldol reaction of α-aldimino thioesters: a facile three-component coupling reaction
title_sort n-alkylation/aldol reaction of α-aldimino thioesters: a facile three-component coupling reaction
topic Chemistry
url https://www.ncbi.nlm.nih.gov/pmc/articles/PMC8697212/
https://www.ncbi.nlm.nih.gov/pubmed/35423863
http://dx.doi.org/10.1039/d1ra02000e
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AT mizotaisao nalkylationaldolreactionofaaldiminothioestersafacilethreecomponentcouplingreaction
AT zhuyusong nalkylationaldolreactionofaaldiminothioestersafacilethreecomponentcouplingreaction