Cargando…
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...
Autores principales: | , , , , , , |
---|---|
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 |
_version_ | 1782307497108832256 |
---|---|
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. |
format | Online Article Text |
id | pubmed-3954715 |
institution | National Center for Biotechnology Information |
language | English |
publishDate | 2014 |
publisher | American Chemical
Society |
record_format | MEDLINE/PubMed |
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 |
work_keys_str_mv | AT marcomartinezjuan enantioselectivecycloadditionofmunchnonesonto60fullereneorganocatalysisversusmetalcatalysis AT reboredosilvia enantioselectivecycloadditionofmunchnonesonto60fullereneorganocatalysisversusmetalcatalysis AT izquierdomarta enantioselectivecycloadditionofmunchnonesonto60fullereneorganocatalysisversusmetalcatalysis AT marcosvanesa enantioselectivecycloadditionofmunchnonesonto60fullereneorganocatalysisversusmetalcatalysis AT lopezjuanluis enantioselectivecycloadditionofmunchnonesonto60fullereneorganocatalysisversusmetalcatalysis AT filipponesalvatore enantioselectivecycloadditionofmunchnonesonto60fullereneorganocatalysisversusmetalcatalysis AT martinnazario enantioselectivecycloadditionofmunchnonesonto60fullereneorganocatalysisversusmetalcatalysis |