Cargando…

Enantioselective Synthesis of Atropisomers by Oxidative Aromatization with Central-to-Axial Conversion of Chirality

Atropisomers are fascinating objects of study by themselves for chemists but also find applications in various sub-fields of applied chemistry. Obtaining them in enantiopure form is far from being a solved challenge, and the past decades has seen a surge of methodological developments in that direct...

Descripción completa

Detalles Bibliográficos
Autores principales: Lemaitre, Clément, Perulli, Stefania, Quinonero, Ophélie, Bressy, Cyril, Rodriguez, Jean, Constantieux, Thierry, García Mancheño, Olga, Bugaut, Xavier
Formato: Online Artículo Texto
Lenguaje:English
Publicado: MDPI 2023
Materias:
Acceso en línea:https://www.ncbi.nlm.nih.gov/pmc/articles/PMC10095918/
https://www.ncbi.nlm.nih.gov/pubmed/37049905
http://dx.doi.org/10.3390/molecules28073142
_version_ 1785024197550931968
author Lemaitre, Clément
Perulli, Stefania
Quinonero, Ophélie
Bressy, Cyril
Rodriguez, Jean
Constantieux, Thierry
García Mancheño, Olga
Bugaut, Xavier
author_facet Lemaitre, Clément
Perulli, Stefania
Quinonero, Ophélie
Bressy, Cyril
Rodriguez, Jean
Constantieux, Thierry
García Mancheño, Olga
Bugaut, Xavier
author_sort Lemaitre, Clément
collection PubMed
description Atropisomers are fascinating objects of study by themselves for chemists but also find applications in various sub-fields of applied chemistry. Obtaining them in enantiopure form is far from being a solved challenge, and the past decades has seen a surge of methodological developments in that direction. Among these strategies, oxidative aromatization with central-to-axial conversion of chirality has gained increasing popularity. It consists of the oxidation of a cyclic non-aromatic precursors into the corresponding aromatic atropisomers. This review proposes a critical analysis of this research field by delineating it and discussing its historical background and its present state of the art to draw potential future development directions.
format Online
Article
Text
id pubmed-10095918
institution National Center for Biotechnology Information
language English
publishDate 2023
publisher MDPI
record_format MEDLINE/PubMed
spelling pubmed-100959182023-04-13 Enantioselective Synthesis of Atropisomers by Oxidative Aromatization with Central-to-Axial Conversion of Chirality Lemaitre, Clément Perulli, Stefania Quinonero, Ophélie Bressy, Cyril Rodriguez, Jean Constantieux, Thierry García Mancheño, Olga Bugaut, Xavier Molecules Review Atropisomers are fascinating objects of study by themselves for chemists but also find applications in various sub-fields of applied chemistry. Obtaining them in enantiopure form is far from being a solved challenge, and the past decades has seen a surge of methodological developments in that direction. Among these strategies, oxidative aromatization with central-to-axial conversion of chirality has gained increasing popularity. It consists of the oxidation of a cyclic non-aromatic precursors into the corresponding aromatic atropisomers. This review proposes a critical analysis of this research field by delineating it and discussing its historical background and its present state of the art to draw potential future development directions. MDPI 2023-03-31 /pmc/articles/PMC10095918/ /pubmed/37049905 http://dx.doi.org/10.3390/molecules28073142 Text en © 2023 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 Review
Lemaitre, Clément
Perulli, Stefania
Quinonero, Ophélie
Bressy, Cyril
Rodriguez, Jean
Constantieux, Thierry
García Mancheño, Olga
Bugaut, Xavier
Enantioselective Synthesis of Atropisomers by Oxidative Aromatization with Central-to-Axial Conversion of Chirality
title Enantioselective Synthesis of Atropisomers by Oxidative Aromatization with Central-to-Axial Conversion of Chirality
title_full Enantioselective Synthesis of Atropisomers by Oxidative Aromatization with Central-to-Axial Conversion of Chirality
title_fullStr Enantioselective Synthesis of Atropisomers by Oxidative Aromatization with Central-to-Axial Conversion of Chirality
title_full_unstemmed Enantioselective Synthesis of Atropisomers by Oxidative Aromatization with Central-to-Axial Conversion of Chirality
title_short Enantioselective Synthesis of Atropisomers by Oxidative Aromatization with Central-to-Axial Conversion of Chirality
title_sort enantioselective synthesis of atropisomers by oxidative aromatization with central-to-axial conversion of chirality
topic Review
url https://www.ncbi.nlm.nih.gov/pmc/articles/PMC10095918/
https://www.ncbi.nlm.nih.gov/pubmed/37049905
http://dx.doi.org/10.3390/molecules28073142
work_keys_str_mv AT lemaitreclement enantioselectivesynthesisofatropisomersbyoxidativearomatizationwithcentraltoaxialconversionofchirality
AT perullistefania enantioselectivesynthesisofatropisomersbyoxidativearomatizationwithcentraltoaxialconversionofchirality
AT quinoneroophelie enantioselectivesynthesisofatropisomersbyoxidativearomatizationwithcentraltoaxialconversionofchirality
AT bressycyril enantioselectivesynthesisofatropisomersbyoxidativearomatizationwithcentraltoaxialconversionofchirality
AT rodriguezjean enantioselectivesynthesisofatropisomersbyoxidativearomatizationwithcentraltoaxialconversionofchirality
AT constantieuxthierry enantioselectivesynthesisofatropisomersbyoxidativearomatizationwithcentraltoaxialconversionofchirality
AT garciamanchenoolga enantioselectivesynthesisofatropisomersbyoxidativearomatizationwithcentraltoaxialconversionofchirality
AT bugautxavier enantioselectivesynthesisofatropisomersbyoxidativearomatizationwithcentraltoaxialconversionofchirality