Cargando…
Organocatalytic and enantioselective Michael reaction between α-nitroesters and nitroalkenes. Syn/anti-selectivity control using catalysts with the same absolute backbone chirality
The asymmetric and catalytic Michael reaction between α-nitroesters and nitroalkenes has been studied in the presence of two bifunctional catalysts both containing the same absolute chirality at the carbon backbone. The reaction performed in similar conditions allows us to control the syn or anti se...
Autores principales: | , , , , , |
---|---|
Formato: | Online Artículo Texto |
Lenguaje: | English |
Publicado: |
Beilstein-Institut
2015
|
Materias: | |
Acceso en línea: | https://www.ncbi.nlm.nih.gov/pmc/articles/PMC4685793/ https://www.ncbi.nlm.nih.gov/pubmed/26734103 http://dx.doi.org/10.3762/bjoc.11.277 |
_version_ | 1782406357095284736 |
---|---|
author | Martínez, Jose I Uria, Uxue Muñiz, Maria Reyes, Efraím Carrillo, Luisa Vicario, Jose L |
author_facet | Martínez, Jose I Uria, Uxue Muñiz, Maria Reyes, Efraím Carrillo, Luisa Vicario, Jose L |
author_sort | Martínez, Jose I |
collection | PubMed |
description | The asymmetric and catalytic Michael reaction between α-nitroesters and nitroalkenes has been studied in the presence of two bifunctional catalysts both containing the same absolute chirality at the carbon backbone. The reaction performed in similar conditions allows us to control the syn or anti selectivity of the Michael adduct obtaining good yields and high enantiocontrol in all cases. |
format | Online Article Text |
id | pubmed-4685793 |
institution | National Center for Biotechnology Information |
language | English |
publishDate | 2015 |
publisher | Beilstein-Institut |
record_format | MEDLINE/PubMed |
spelling | pubmed-46857932016-01-05 Organocatalytic and enantioselective Michael reaction between α-nitroesters and nitroalkenes. Syn/anti-selectivity control using catalysts with the same absolute backbone chirality Martínez, Jose I Uria, Uxue Muñiz, Maria Reyes, Efraím Carrillo, Luisa Vicario, Jose L Beilstein J Org Chem Full Research Paper The asymmetric and catalytic Michael reaction between α-nitroesters and nitroalkenes has been studied in the presence of two bifunctional catalysts both containing the same absolute chirality at the carbon backbone. The reaction performed in similar conditions allows us to control the syn or anti selectivity of the Michael adduct obtaining good yields and high enantiocontrol in all cases. Beilstein-Institut 2015-12-14 /pmc/articles/PMC4685793/ /pubmed/26734103 http://dx.doi.org/10.3762/bjoc.11.277 Text en Copyright © 2015, Martínez et al. https://creativecommons.org/licenses/by/2.0https://www.beilstein-journals.org/bjoc/termsThis is an Open Access article under the terms of the Creative Commons Attribution License (https://creativecommons.org/licenses/by/2.0), which permits unrestricted use, distribution, and reproduction in any medium, provided the original work is properly cited. The license is subject to the Beilstein Journal of Organic Chemistry terms and conditions: (https://www.beilstein-journals.org/bjoc/terms) |
spellingShingle | Full Research Paper Martínez, Jose I Uria, Uxue Muñiz, Maria Reyes, Efraím Carrillo, Luisa Vicario, Jose L Organocatalytic and enantioselective Michael reaction between α-nitroesters and nitroalkenes. Syn/anti-selectivity control using catalysts with the same absolute backbone chirality |
title | Organocatalytic and enantioselective Michael reaction between α-nitroesters and nitroalkenes. Syn/anti-selectivity control using catalysts with the same absolute backbone chirality |
title_full | Organocatalytic and enantioselective Michael reaction between α-nitroesters and nitroalkenes. Syn/anti-selectivity control using catalysts with the same absolute backbone chirality |
title_fullStr | Organocatalytic and enantioselective Michael reaction between α-nitroesters and nitroalkenes. Syn/anti-selectivity control using catalysts with the same absolute backbone chirality |
title_full_unstemmed | Organocatalytic and enantioselective Michael reaction between α-nitroesters and nitroalkenes. Syn/anti-selectivity control using catalysts with the same absolute backbone chirality |
title_short | Organocatalytic and enantioselective Michael reaction between α-nitroesters and nitroalkenes. Syn/anti-selectivity control using catalysts with the same absolute backbone chirality |
title_sort | organocatalytic and enantioselective michael reaction between α-nitroesters and nitroalkenes. syn/anti-selectivity control using catalysts with the same absolute backbone chirality |
topic | Full Research Paper |
url | https://www.ncbi.nlm.nih.gov/pmc/articles/PMC4685793/ https://www.ncbi.nlm.nih.gov/pubmed/26734103 http://dx.doi.org/10.3762/bjoc.11.277 |
work_keys_str_mv | AT martinezjosei organocatalyticandenantioselectivemichaelreactionbetweenanitroestersandnitroalkenessynantiselectivitycontrolusingcatalystswiththesameabsolutebackbonechirality AT uriauxue organocatalyticandenantioselectivemichaelreactionbetweenanitroestersandnitroalkenessynantiselectivitycontrolusingcatalystswiththesameabsolutebackbonechirality AT munizmaria organocatalyticandenantioselectivemichaelreactionbetweenanitroestersandnitroalkenessynantiselectivitycontrolusingcatalystswiththesameabsolutebackbonechirality AT reyesefraim organocatalyticandenantioselectivemichaelreactionbetweenanitroestersandnitroalkenessynantiselectivitycontrolusingcatalystswiththesameabsolutebackbonechirality AT carrilloluisa organocatalyticandenantioselectivemichaelreactionbetweenanitroestersandnitroalkenessynantiselectivitycontrolusingcatalystswiththesameabsolutebackbonechirality AT vicariojosel organocatalyticandenantioselectivemichaelreactionbetweenanitroestersandnitroalkenessynantiselectivitycontrolusingcatalystswiththesameabsolutebackbonechirality |