Changing the reaction pathway of Silyl-Prins cyclization by switching the lewis acid: Application to the synthesis of an antinociceptive compound

Producción Científica

Detalles Bibliográficos
Autores: Díez Poza, Carlos, Fernández Peña, Laura, González Andrés, Paula, Barbero Pérez, María Asunción
Tipo de recurso: artículo
Estado:Versión publicada
Fecha de publicación:2023
País:España
Institución:Universidad de Valladolid
Repositorio:UVaDOC. Repositorio Documental de la Universidad de Valladolid
OAI Identifier:oai:uvadoc.uva.es:10324/59704
Acceso en línea:https://doi.org/10.1021/acs.joc.3c00050
https://uvadoc.uva.es/handle/10324/59704
Access Level:acceso abierto
Palabra clave:Química
Química orgánica
Catalysis
Synthesis of tetrahydropyrans
Lewis acid
Antinociceptive
Síntesis de tetrahidropiranos
Ácido de Lewis
Antinociceptivo
2306 Química Orgánica
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oai_identifier_str oai:uvadoc.uva.es:10324/59704
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spelling Changing the reaction pathway of Silyl-Prins cyclization by switching the lewis acid: Application to the synthesis of an antinociceptive compoundDíez Poza, CarlosFernández Peña, LauraGonzález Andrés, PaulaBarbero Pérez, María AsunciónQuímicaQuímica orgánicaCatalysisSynthesis of tetrahydropyransLewis acidAntinociceptiveSíntesis de tetrahidropiranosÁcido de LewisAntinociceptivo2306 Química OrgánicaProducción CientíficaDeveloping new procedures for the synthesis of tetrahydropyrans in a very stereoselective manner is of great importance for the synthesis of THP-containing natural products. Here, we report an interesting protocol for the synthesis of polysubstituted halogenated tetrahydropyrans by silyl-Prins cyclization of vinylsilyl alcohols, in which the nature of the Lewis acid determines the outcome of the process. The methodology has been applied to the synthesis of a known antinociceptive.Junta de Castilla y León (VA294P18)American Chemical Society2023info:eu-repo/semantics/articleinfo:eu-repo/semantics/publishedVersionapplication/pdfhttps://doi.org/10.1021/acs.joc.3c00050https://uvadoc.uva.es/handle/10324/59704reponame:UVaDOC. Repositorio Documental de la Universidad de Valladolidinstname:Universidad de ValladolidIngléshttps://pubs.acs.org/doi/full/10.1021/acs.joc.3c00050info:eu-repo/semantics/openAccesshttp://creativecommons.org/licenses/by/4.0/oai:uvadoc.uva.es:10324/597042026-06-13T12:44:47Z
dc.title.none.fl_str_mv Changing the reaction pathway of Silyl-Prins cyclization by switching the lewis acid: Application to the synthesis of an antinociceptive compound
title Changing the reaction pathway of Silyl-Prins cyclization by switching the lewis acid: Application to the synthesis of an antinociceptive compound
spellingShingle Changing the reaction pathway of Silyl-Prins cyclization by switching the lewis acid: Application to the synthesis of an antinociceptive compound
Díez Poza, Carlos
Química
Química orgánica
Catalysis
Synthesis of tetrahydropyrans
Lewis acid
Antinociceptive
Síntesis de tetrahidropiranos
Ácido de Lewis
Antinociceptivo
2306 Química Orgánica
title_short Changing the reaction pathway of Silyl-Prins cyclization by switching the lewis acid: Application to the synthesis of an antinociceptive compound
title_full Changing the reaction pathway of Silyl-Prins cyclization by switching the lewis acid: Application to the synthesis of an antinociceptive compound
title_fullStr Changing the reaction pathway of Silyl-Prins cyclization by switching the lewis acid: Application to the synthesis of an antinociceptive compound
title_full_unstemmed Changing the reaction pathway of Silyl-Prins cyclization by switching the lewis acid: Application to the synthesis of an antinociceptive compound
title_sort Changing the reaction pathway of Silyl-Prins cyclization by switching the lewis acid: Application to the synthesis of an antinociceptive compound
dc.creator.none.fl_str_mv Díez Poza, Carlos
Fernández Peña, Laura
González Andrés, Paula
Barbero Pérez, María Asunción
author Díez Poza, Carlos
author_facet Díez Poza, Carlos
Fernández Peña, Laura
González Andrés, Paula
Barbero Pérez, María Asunción
author_role author
author2 Fernández Peña, Laura
González Andrés, Paula
Barbero Pérez, María Asunción
author2_role author
author
author
dc.subject.none.fl_str_mv Química
Química orgánica
Catalysis
Synthesis of tetrahydropyrans
Lewis acid
Antinociceptive
Síntesis de tetrahidropiranos
Ácido de Lewis
Antinociceptivo
2306 Química Orgánica
topic Química
Química orgánica
Catalysis
Synthesis of tetrahydropyrans
Lewis acid
Antinociceptive
Síntesis de tetrahidropiranos
Ácido de Lewis
Antinociceptivo
2306 Química Orgánica
description Producción Científica
publishDate 2023
dc.date.none.fl_str_mv 2023
dc.type.none.fl_str_mv info:eu-repo/semantics/article
info:eu-repo/semantics/publishedVersion
format article
status_str publishedVersion
dc.identifier.none.fl_str_mv https://doi.org/10.1021/acs.joc.3c00050
https://uvadoc.uva.es/handle/10324/59704
url https://doi.org/10.1021/acs.joc.3c00050
https://uvadoc.uva.es/handle/10324/59704
dc.language.none.fl_str_mv Inglés
language_invalid_str_mv Inglés
dc.relation.none.fl_str_mv https://pubs.acs.org/doi/full/10.1021/acs.joc.3c00050
dc.rights.none.fl_str_mv info:eu-repo/semantics/openAccess
http://creativecommons.org/licenses/by/4.0/
eu_rights_str_mv openAccess
rights_invalid_str_mv http://creativecommons.org/licenses/by/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
repository.name.fl_str_mv
repository.mail.fl_str_mv
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score 15,300719

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