Pd-catalyzed asymmetric allylic substitution cascade using α-(pyridin-1-yl)-acetamides formed in situ as nucleophiles

A Pd-catalyzed asymmetric allylic substitution cascade reaction, using α-(pyridin-1-yl)-acetamides (formed in situ) as nucleophiles, has been developed, generating chiral piperidine-containing amino acid derivatives via a one-pot procedure in high yields and with up to 96% ee. The products can be ea...

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Detalles Bibliográficos
Autores principales: Yao, Kun, Yuan, Qianjia, Qu, Xingxin, Liu, Yangang, Liu, Delong, Zhang, Wanbin
Formato: Online Artículo Texto
Lenguaje:English
Publicado: Royal Society of Chemistry 2018
Materias:
Chemistry
Acceso en línea:https://www.ncbi.nlm.nih.gov/pmc/articles/PMC6369409/
https://www.ncbi.nlm.nih.gov/pubmed/30842843
http://dx.doi.org/10.1039/c8sc04626c
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author Yao, Kun
Yuan, Qianjia
Qu, Xingxin
Liu, Yangang
Liu, Delong
Zhang, Wanbin
author_facet Yao, Kun
Yuan, Qianjia
Qu, Xingxin
Liu, Yangang
Liu, Delong
Zhang, Wanbin
author_sort Yao, Kun
collection PubMed
description A Pd-catalyzed asymmetric allylic substitution cascade reaction, using α-(pyridin-1-yl)-acetamides (formed in situ) as nucleophiles, has been developed, generating chiral piperidine-containing amino acid derivatives via a one-pot procedure in high yields and with up to 96% ee. The products can be easily converted into potential bioactive compounds, unnatural chiral amino acids and dipeptides.
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spelling pubmed-63694092019-03-06 Pd-catalyzed asymmetric allylic substitution cascade using α-(pyridin-1-yl)-acetamides formed in situ as nucleophiles Yao, Kun Yuan, Qianjia Qu, Xingxin Liu, Yangang Liu, Delong Zhang, Wanbin Chem Sci Chemistry A Pd-catalyzed asymmetric allylic substitution cascade reaction, using α-(pyridin-1-yl)-acetamides (formed in situ) as nucleophiles, has been developed, generating chiral piperidine-containing amino acid derivatives via a one-pot procedure in high yields and with up to 96% ee. The products can be easily converted into potential bioactive compounds, unnatural chiral amino acids and dipeptides. Royal Society of Chemistry 2018-12-04 /pmc/articles/PMC6369409/ /pubmed/30842843 http://dx.doi.org/10.1039/c8sc04626c Text en This journal is © The Royal Society of Chemistry 2019 http://creativecommons.org/licenses/by/3.0/ This article is freely available. This article is licensed under a Creative Commons Attribution 3.0 Unported Licence (CC BY 3.0)
spellingShingle Chemistry
Yao, Kun
Yuan, Qianjia
Qu, Xingxin
Liu, Yangang
Liu, Delong
Zhang, Wanbin
Pd-catalyzed asymmetric allylic substitution cascade using α-(pyridin-1-yl)-acetamides formed in situ as nucleophiles
title Pd-catalyzed asymmetric allylic substitution cascade using α-(pyridin-1-yl)-acetamides formed in situ as nucleophiles
title_full Pd-catalyzed asymmetric allylic substitution cascade using α-(pyridin-1-yl)-acetamides formed in situ as nucleophiles
title_fullStr Pd-catalyzed asymmetric allylic substitution cascade using α-(pyridin-1-yl)-acetamides formed in situ as nucleophiles
title_full_unstemmed Pd-catalyzed asymmetric allylic substitution cascade using α-(pyridin-1-yl)-acetamides formed in situ as nucleophiles
title_short Pd-catalyzed asymmetric allylic substitution cascade using α-(pyridin-1-yl)-acetamides formed in situ as nucleophiles
title_sort pd-catalyzed asymmetric allylic substitution cascade using α-(pyridin-1-yl)-acetamides formed in situ as nucleophiles
topic Chemistry
url https://www.ncbi.nlm.nih.gov/pmc/articles/PMC6369409/
https://www.ncbi.nlm.nih.gov/pubmed/30842843
http://dx.doi.org/10.1039/c8sc04626c
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