Cargando…

Asymmetric Syntheses of Enantioenriched 2,5-Disubstituted Pyrrolidines

[Image: see text] C(2)-Symmetrical scaffolds are privileged ligands in metal catalysis and are also widely used in organocatalysis. Among these, 2,5-disubstituted pyrrolidines hold a paramount importance, especially since they also find application in medicinal chemistry. This review highlights the...

Descripción completa

Detalles Bibliográficos
Autores principales: Lazib, Yanis, Naves, Junio Guimaraes, Labande, Agnès, Dauban, Philippe, Saget, Tanguy
Formato: Online Artículo Texto
Lenguaje:English
Publicado: American Chemical Society 2023
Acceso en línea:https://www.ncbi.nlm.nih.gov/pmc/articles/PMC10251504/
https://www.ncbi.nlm.nih.gov/pubmed/37303503
http://dx.doi.org/10.1021/acsorginorgau.2c00061
_version_ 1785055961395757056
author Lazib, Yanis
Naves, Junio Guimaraes
Labande, Agnès
Dauban, Philippe
Saget, Tanguy
author_facet Lazib, Yanis
Naves, Junio Guimaraes
Labande, Agnès
Dauban, Philippe
Saget, Tanguy
author_sort Lazib, Yanis
collection PubMed
description [Image: see text] C(2)-Symmetrical scaffolds are privileged ligands in metal catalysis and are also widely used in organocatalysis. Among these, 2,5-disubstituted pyrrolidines hold a paramount importance, especially since they also find application in medicinal chemistry. This review highlights the stereoselective syntheses of these C(2)-symmetrical nitrogen heterocycles. It includes synthetic strategies based on the use of the chiral pool as well as the more recent sequences designed following major achievements in asymmetric catalysis.
format Online
Article
Text
id pubmed-10251504
institution National Center for Biotechnology Information
language English
publishDate 2023
publisher American Chemical Society
record_format MEDLINE/PubMed
spelling pubmed-102515042023-06-10 Asymmetric Syntheses of Enantioenriched 2,5-Disubstituted Pyrrolidines Lazib, Yanis Naves, Junio Guimaraes Labande, Agnès Dauban, Philippe Saget, Tanguy ACS Org Inorg Au [Image: see text] C(2)-Symmetrical scaffolds are privileged ligands in metal catalysis and are also widely used in organocatalysis. Among these, 2,5-disubstituted pyrrolidines hold a paramount importance, especially since they also find application in medicinal chemistry. This review highlights the stereoselective syntheses of these C(2)-symmetrical nitrogen heterocycles. It includes synthetic strategies based on the use of the chiral pool as well as the more recent sequences designed following major achievements in asymmetric catalysis. American Chemical Society 2023-03-08 /pmc/articles/PMC10251504/ /pubmed/37303503 http://dx.doi.org/10.1021/acsorginorgau.2c00061 Text en © 2023 The Authors. Published by American Chemical Society https://creativecommons.org/licenses/by-nc-nd/4.0/Permits non-commercial access and re-use, provided that author attribution and integrity are maintained; but does not permit creation of adaptations or other derivative works (https://creativecommons.org/licenses/by-nc-nd/4.0/).
spellingShingle Lazib, Yanis
Naves, Junio Guimaraes
Labande, Agnès
Dauban, Philippe
Saget, Tanguy
Asymmetric Syntheses of Enantioenriched 2,5-Disubstituted Pyrrolidines
title Asymmetric Syntheses of Enantioenriched 2,5-Disubstituted Pyrrolidines
title_full Asymmetric Syntheses of Enantioenriched 2,5-Disubstituted Pyrrolidines
title_fullStr Asymmetric Syntheses of Enantioenriched 2,5-Disubstituted Pyrrolidines
title_full_unstemmed Asymmetric Syntheses of Enantioenriched 2,5-Disubstituted Pyrrolidines
title_short Asymmetric Syntheses of Enantioenriched 2,5-Disubstituted Pyrrolidines
title_sort asymmetric syntheses of enantioenriched 2,5-disubstituted pyrrolidines
url https://www.ncbi.nlm.nih.gov/pmc/articles/PMC10251504/
https://www.ncbi.nlm.nih.gov/pubmed/37303503
http://dx.doi.org/10.1021/acsorginorgau.2c00061
work_keys_str_mv AT lazibyanis asymmetricsynthesesofenantioenriched25disubstitutedpyrrolidines
AT navesjunioguimaraes asymmetricsynthesesofenantioenriched25disubstitutedpyrrolidines
AT labandeagnes asymmetricsynthesesofenantioenriched25disubstitutedpyrrolidines
AT daubanphilippe asymmetricsynthesesofenantioenriched25disubstitutedpyrrolidines
AT sagettanguy asymmetricsynthesesofenantioenriched25disubstitutedpyrrolidines