One-pot Sequential Organocatalytic Michael-Tishchenko-Lactonization Reactions. Synthesis of Enantioenriched 4, 5, 6 -Trisubstituted - Lactones
Producción Científica
| Autores: | , , |
|---|---|
| Tipo de recurso: | artículo |
| Fecha de publicación: | 2014 |
| País: | España |
| Institución: | Universidad de Valladolid |
| Repositorio: | UVaDOC. Repositorio Documental de la Universidad de Valladolid |
| OAI Identifier: | oai:uvadoc.uva.es:10324/21448 |
| Acceso en línea: | https://doi.org/10.1021/jo5013724 http://uvadoc.uva.es/handle/10324/21448 |
| Access Level: | acceso abierto |
| Palabra clave: | Catalizadores Química orgánica |
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One-pot Sequential Organocatalytic Michael-Tishchenko-Lactonization Reactions. Synthesis of Enantioenriched 4, 5, 6 -Trisubstituted - LactonesGuevara Pulido, James OswaldoAndrés García, José MaríaPedrosa Sáez, RafaelCatalizadoresQuímica orgánicaProducción CientíficaEnantioenriched trisubstituted lactones were obtained in good yields and moderate to very good enantioselectivities in one-pot process, which implies a sequential organocatalyzed Michael addition of ketones to enals, followed by catalytic intramolecular diastereoselective Tishchenko reaction and lactonization. The final lactones were obtained as single diastereoisomers, demonstrating that the mixture of the anti and syn diastereomers epimerized to the syn hydroxy ester during the oxido-reduction step.Ministerio de Economía, Industria y Competitividad (CTQ 2011-28487)Junta de Castilla y León (programa de apoyo a proyectos de investigación – Ref. VA064U13)Universidad de Valladolid for a pre-doctoral fellowshipsAmerican Chemical Society2014info:eu-repo/semantics/articleapplication/pdfhttps://doi.org/10.1021/jo5013724http://uvadoc.uva.es/handle/10324/21448reponame:UVaDOC. Repositorio Documental de la Universidad de Valladolidinstname:Universidad de ValladolidIngléshttp://pubs.acs.org/info:eu-repo/semantics/openAccesshttp://creativecommons.org/licenses/by-nc-nd/4.0/oai:uvadoc.uva.es:10324/214482026-06-13T12:44:47Z |
| dc.title.none.fl_str_mv |
One-pot Sequential Organocatalytic Michael-Tishchenko-Lactonization Reactions. Synthesis of Enantioenriched 4, 5, 6 -Trisubstituted - Lactones |
| title |
One-pot Sequential Organocatalytic Michael-Tishchenko-Lactonization Reactions. Synthesis of Enantioenriched 4, 5, 6 -Trisubstituted - Lactones |
| spellingShingle |
One-pot Sequential Organocatalytic Michael-Tishchenko-Lactonization Reactions. Synthesis of Enantioenriched 4, 5, 6 -Trisubstituted - Lactones Guevara Pulido, James Oswaldo Catalizadores Química orgánica |
| title_short |
One-pot Sequential Organocatalytic Michael-Tishchenko-Lactonization Reactions. Synthesis of Enantioenriched 4, 5, 6 -Trisubstituted - Lactones |
| title_full |
One-pot Sequential Organocatalytic Michael-Tishchenko-Lactonization Reactions. Synthesis of Enantioenriched 4, 5, 6 -Trisubstituted - Lactones |
| title_fullStr |
One-pot Sequential Organocatalytic Michael-Tishchenko-Lactonization Reactions. Synthesis of Enantioenriched 4, 5, 6 -Trisubstituted - Lactones |
| title_full_unstemmed |
One-pot Sequential Organocatalytic Michael-Tishchenko-Lactonization Reactions. Synthesis of Enantioenriched 4, 5, 6 -Trisubstituted - Lactones |
| title_sort |
One-pot Sequential Organocatalytic Michael-Tishchenko-Lactonization Reactions. Synthesis of Enantioenriched 4, 5, 6 -Trisubstituted - Lactones |
| dc.creator.none.fl_str_mv |
Guevara Pulido, James Oswaldo Andrés García, José María Pedrosa Sáez, Rafael |
| author |
Guevara Pulido, James Oswaldo |
| author_facet |
Guevara Pulido, James Oswaldo Andrés García, José María Pedrosa Sáez, Rafael |
| author_role |
author |
| author2 |
Andrés García, José María Pedrosa Sáez, Rafael |
| author2_role |
author author |
| dc.subject.none.fl_str_mv |
Catalizadores Química orgánica |
| topic |
Catalizadores Química orgánica |
| description |
Producción Científica |
| publishDate |
2014 |
| dc.date.none.fl_str_mv |
2014 |
| dc.type.none.fl_str_mv |
info:eu-repo/semantics/article |
| format |
article |
| dc.identifier.none.fl_str_mv |
https://doi.org/10.1021/jo5013724 http://uvadoc.uva.es/handle/10324/21448 |
| url |
https://doi.org/10.1021/jo5013724 http://uvadoc.uva.es/handle/10324/21448 |
| dc.language.none.fl_str_mv |
Inglés |
| language_invalid_str_mv |
Inglés |
| dc.relation.none.fl_str_mv |
http://pubs.acs.org/ |
| dc.rights.none.fl_str_mv |
info:eu-repo/semantics/openAccess http://creativecommons.org/licenses/by-nc-nd/4.0/ |
| eu_rights_str_mv |
openAccess |
| rights_invalid_str_mv |
http://creativecommons.org/licenses/by-nc-nd/4.0/ |
| dc.format.none.fl_str_mv |
application/pdf |
| dc.publisher.none.fl_str_mv |
American Chemical Society |
| publisher.none.fl_str_mv |
American Chemical Society |
| dc.source.none.fl_str_mv |
reponame:UVaDOC. Repositorio Documental de la Universidad de Valladolid instname:Universidad de Valladolid |
| instname_str |
Universidad de Valladolid |
| reponame_str |
UVaDOC. Repositorio Documental de la Universidad de Valladolid |
| collection |
UVaDOC. Repositorio Documental de la Universidad de Valladolid |
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1869416111424929792 |
| score |
15,301603 |