Atroposelective Amination of Indoles via Chiral Center Induced Chiral Axis Formation

The construction of an N–C chiral axis for N-aryl indole derivatives is meaningful as they widely exist in functionalized molecules. This work provides a novel method for this purpose via amination of amino acid derivatives at the C2 position of the indole and chiral center induced chiral axis forma...

Descripción completa

Detalles Bibliográficos
Autores principales: Wang, Yong, Yan, Jingxue, Jiang, Yiqing, Wei, Zexuan, Tu, Zhenlin, Dong, Chao, Lu, Tao, Chen, Yadong, Feng, Jie
Formato: Online Artículo Texto
Lenguaje:English
Publicado: MDPI 2022
Materias:
Article
Acceso en línea:https://www.ncbi.nlm.nih.gov/pmc/articles/PMC9783779/
https://www.ncbi.nlm.nih.gov/pubmed/36558141
http://dx.doi.org/10.3390/molecules27249008
_version_ 1784857657102827520
author Wang, Yong
Yan, Jingxue
Jiang, Yiqing
Wei, Zexuan
Tu, Zhenlin
Dong, Chao
Lu, Tao
Chen, Yadong
Feng, Jie
author_facet Wang, Yong
Yan, Jingxue
Jiang, Yiqing
Wei, Zexuan
Tu, Zhenlin
Dong, Chao
Lu, Tao
Chen, Yadong
Feng, Jie
author_sort Wang, Yong
collection PubMed
description The construction of an N–C chiral axis for N-aryl indole derivatives is meaningful as they widely exist in functionalized molecules. This work provides a novel method for this purpose via amination of amino acid derivatives at the C2 position of the indole and chiral center induced chiral axis formation. The protocol of this transformation is easily accessible, not requiring metal or an organic chiral catalyst, endowing this method with great potential in the construction of axis chiral N-aryl indoles.
format Online
Article
Text
id pubmed-9783779
institution National Center for Biotechnology Information
language English
publishDate 2022
publisher MDPI
record_format MEDLINE/PubMed
spelling pubmed-97837792022-12-24 Atroposelective Amination of Indoles via Chiral Center Induced Chiral Axis Formation Wang, Yong Yan, Jingxue Jiang, Yiqing Wei, Zexuan Tu, Zhenlin Dong, Chao Lu, Tao Chen, Yadong Feng, Jie Molecules Article The construction of an N–C chiral axis for N-aryl indole derivatives is meaningful as they widely exist in functionalized molecules. This work provides a novel method for this purpose via amination of amino acid derivatives at the C2 position of the indole and chiral center induced chiral axis formation. The protocol of this transformation is easily accessible, not requiring metal or an organic chiral catalyst, endowing this method with great potential in the construction of axis chiral N-aryl indoles. MDPI 2022-12-17 /pmc/articles/PMC9783779/ /pubmed/36558141 http://dx.doi.org/10.3390/molecules27249008 Text en © 2022 by the authors. https://creativecommons.org/licenses/by/4.0/Licensee MDPI, Basel, Switzerland. This article is an open access article distributed under the terms and conditions of the Creative Commons Attribution (CC BY) license (https://creativecommons.org/licenses/by/4.0/).
spellingShingle Article
Wang, Yong
Yan, Jingxue
Jiang, Yiqing
Wei, Zexuan
Tu, Zhenlin
Dong, Chao
Lu, Tao
Chen, Yadong
Feng, Jie
Atroposelective Amination of Indoles via Chiral Center Induced Chiral Axis Formation
title Atroposelective Amination of Indoles via Chiral Center Induced Chiral Axis Formation
title_full Atroposelective Amination of Indoles via Chiral Center Induced Chiral Axis Formation
title_fullStr Atroposelective Amination of Indoles via Chiral Center Induced Chiral Axis Formation
title_full_unstemmed Atroposelective Amination of Indoles via Chiral Center Induced Chiral Axis Formation
title_short Atroposelective Amination of Indoles via Chiral Center Induced Chiral Axis Formation
title_sort atroposelective amination of indoles via chiral center induced chiral axis formation
topic Article
url https://www.ncbi.nlm.nih.gov/pmc/articles/PMC9783779/
https://www.ncbi.nlm.nih.gov/pubmed/36558141
http://dx.doi.org/10.3390/molecules27249008
work_keys_str_mv AT wangyong atroposelectiveaminationofindolesviachiralcenterinducedchiralaxisformation
AT yanjingxue atroposelectiveaminationofindolesviachiralcenterinducedchiralaxisformation
AT jiangyiqing atroposelectiveaminationofindolesviachiralcenterinducedchiralaxisformation
AT weizexuan atroposelectiveaminationofindolesviachiralcenterinducedchiralaxisformation
AT tuzhenlin atroposelectiveaminationofindolesviachiralcenterinducedchiralaxisformation
AT dongchao atroposelectiveaminationofindolesviachiralcenterinducedchiralaxisformation
AT lutao atroposelectiveaminationofindolesviachiralcenterinducedchiralaxisformation
AT chenyadong atroposelectiveaminationofindolesviachiralcenterinducedchiralaxisformation
AT fengjie atroposelectiveaminationofindolesviachiralcenterinducedchiralaxisformation

Ejemplares similares