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Applications of Bolm’s Ligand in Enantioselective Synthesis
One pathway for the preparation of enantiomerically pure compounds from prochiral substrates is the use of metal complex catalysis with chiral ligands. Compared to the other frequently used chiral ligands, chiral 2,2′-bipyridines have been underexploited, despite the data indicating that such ligand...
Autores principales: | , , |
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Formato: | Online Artículo Texto |
Lenguaje: | English |
Publicado: |
MDPI
2020
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Materias: | |
Acceso en línea: | https://www.ncbi.nlm.nih.gov/pmc/articles/PMC7070505/ https://www.ncbi.nlm.nih.gov/pubmed/32093413 http://dx.doi.org/10.3390/molecules25040958 |
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author | Bednářová, Eva Malatinec, Štefan Kotora, Martin |
author_facet | Bednářová, Eva Malatinec, Štefan Kotora, Martin |
author_sort | Bednářová, Eva |
collection | PubMed |
description | One pathway for the preparation of enantiomerically pure compounds from prochiral substrates is the use of metal complex catalysis with chiral ligands. Compared to the other frequently used chiral ligands, chiral 2,2′-bipyridines have been underexploited, despite the data indicating that such ligands have considerable potential in synthetic chemistry. One of those is the so-called Bolm’s ligand, a compound possessing chiral alcohol moieties in the side chains attached to the 2,2′-bipyridine scaffold. Various metal salts have been used in combination with Bolm’s ligand as potent catalysts able to bring about enantioselective alkylations, allylations, conjugate additions, desymmetrization of meso-epoxides, aldol reactions, etc. This review aims to summarize Bolm’s ligand applications in the area of enantioselective synthesis over the last three decades since its preparation. |
format | Online Article Text |
id | pubmed-7070505 |
institution | National Center for Biotechnology Information |
language | English |
publishDate | 2020 |
publisher | MDPI |
record_format | MEDLINE/PubMed |
spelling | pubmed-70705052020-03-19 Applications of Bolm’s Ligand in Enantioselective Synthesis Bednářová, Eva Malatinec, Štefan Kotora, Martin Molecules Review One pathway for the preparation of enantiomerically pure compounds from prochiral substrates is the use of metal complex catalysis with chiral ligands. Compared to the other frequently used chiral ligands, chiral 2,2′-bipyridines have been underexploited, despite the data indicating that such ligands have considerable potential in synthetic chemistry. One of those is the so-called Bolm’s ligand, a compound possessing chiral alcohol moieties in the side chains attached to the 2,2′-bipyridine scaffold. Various metal salts have been used in combination with Bolm’s ligand as potent catalysts able to bring about enantioselective alkylations, allylations, conjugate additions, desymmetrization of meso-epoxides, aldol reactions, etc. This review aims to summarize Bolm’s ligand applications in the area of enantioselective synthesis over the last three decades since its preparation. MDPI 2020-02-20 /pmc/articles/PMC7070505/ /pubmed/32093413 http://dx.doi.org/10.3390/molecules25040958 Text en © 2020 by the authors. 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 (http://creativecommons.org/licenses/by/4.0/). |
spellingShingle | Review Bednářová, Eva Malatinec, Štefan Kotora, Martin Applications of Bolm’s Ligand in Enantioselective Synthesis |
title | Applications of Bolm’s Ligand in Enantioselective Synthesis |
title_full | Applications of Bolm’s Ligand in Enantioselective Synthesis |
title_fullStr | Applications of Bolm’s Ligand in Enantioselective Synthesis |
title_full_unstemmed | Applications of Bolm’s Ligand in Enantioselective Synthesis |
title_short | Applications of Bolm’s Ligand in Enantioselective Synthesis |
title_sort | applications of bolm’s ligand in enantioselective synthesis |
topic | Review |
url | https://www.ncbi.nlm.nih.gov/pmc/articles/PMC7070505/ https://www.ncbi.nlm.nih.gov/pubmed/32093413 http://dx.doi.org/10.3390/molecules25040958 |
work_keys_str_mv | AT bednarovaeva applicationsofbolmsligandinenantioselectivesynthesis AT malatinecstefan applicationsofbolmsligandinenantioselectivesynthesis AT kotoramartin applicationsofbolmsligandinenantioselectivesynthesis |