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Enantioselective Cycloaddition of Münchnones onto [60]Fullerene: Organocatalysis versus Metal Catalysis

[Image: see text] Novel chiral catalytic systems based on both organic compounds and metal salts have been developed for the enantioselective [3 + 2] cycloaddition of münchnones onto fullerenes and olefins. These two different approaches proved to be efficient and complementary in the synthesis of o...

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Autores principales: Marco-Martínez, Juan, Reboredo, Silvia, Izquierdo, Marta, Marcos, Vanesa, López, Juan Luis, Filippone, Salvatore, Martín, Nazario
Formato: Online Artículo Texto
Lenguaje:English
Publicado: American Chemical Society 2014
Acceso en línea:https://www.ncbi.nlm.nih.gov/pmc/articles/PMC3954715/
https://www.ncbi.nlm.nih.gov/pubmed/24483247
http://dx.doi.org/10.1021/ja500071k
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author Marco-Martínez, Juan
Reboredo, Silvia
Izquierdo, Marta
Marcos, Vanesa
López, Juan Luis
Filippone, Salvatore
Martín, Nazario
author_facet Marco-Martínez, Juan
Reboredo, Silvia
Izquierdo, Marta
Marcos, Vanesa
López, Juan Luis
Filippone, Salvatore
Martín, Nazario
author_sort Marco-Martínez, Juan
collection PubMed
description [Image: see text] Novel chiral catalytic systems based on both organic compounds and metal salts have been developed for the enantioselective [3 + 2] cycloaddition of münchnones onto fullerenes and olefins. These two different approaches proved to be efficient and complementary in the synthesis of optically active pyrrolino[3,4:1,2][60]fullerenes with high levels of enantiomeric excess and moderate to good conversions. Further functionalization of the pyrrolinofullerene carboxylic acid derivatives has been carried out by esterification and amidation reactions.
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spelling pubmed-39547152014-03-18 Enantioselective Cycloaddition of Münchnones onto [60]Fullerene: Organocatalysis versus Metal Catalysis Marco-Martínez, Juan Reboredo, Silvia Izquierdo, Marta Marcos, Vanesa López, Juan Luis Filippone, Salvatore Martín, Nazario J Am Chem Soc [Image: see text] Novel chiral catalytic systems based on both organic compounds and metal salts have been developed for the enantioselective [3 + 2] cycloaddition of münchnones onto fullerenes and olefins. These two different approaches proved to be efficient and complementary in the synthesis of optically active pyrrolino[3,4:1,2][60]fullerenes with high levels of enantiomeric excess and moderate to good conversions. Further functionalization of the pyrrolinofullerene carboxylic acid derivatives has been carried out by esterification and amidation reactions. American Chemical Society 2014-01-31 2014-02-19 /pmc/articles/PMC3954715/ /pubmed/24483247 http://dx.doi.org/10.1021/ja500071k Text en Copyright © 2014 American Chemical Society Terms of Use (http://pubs.acs.org/page/policy/authorchoice_termsofuse.html)
spellingShingle Marco-Martínez, Juan
Reboredo, Silvia
Izquierdo, Marta
Marcos, Vanesa
López, Juan Luis
Filippone, Salvatore
Martín, Nazario
Enantioselective Cycloaddition of Münchnones onto [60]Fullerene: Organocatalysis versus Metal Catalysis
title Enantioselective Cycloaddition of Münchnones onto [60]Fullerene: Organocatalysis versus Metal Catalysis
title_full Enantioselective Cycloaddition of Münchnones onto [60]Fullerene: Organocatalysis versus Metal Catalysis
title_fullStr Enantioselective Cycloaddition of Münchnones onto [60]Fullerene: Organocatalysis versus Metal Catalysis
title_full_unstemmed Enantioselective Cycloaddition of Münchnones onto [60]Fullerene: Organocatalysis versus Metal Catalysis
title_short Enantioselective Cycloaddition of Münchnones onto [60]Fullerene: Organocatalysis versus Metal Catalysis
title_sort enantioselective cycloaddition of münchnones onto [60]fullerene: organocatalysis versus metal catalysis
url https://www.ncbi.nlm.nih.gov/pmc/articles/PMC3954715/
https://www.ncbi.nlm.nih.gov/pubmed/24483247
http://dx.doi.org/10.1021/ja500071k
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