Synthesis of polysubstituted tetrahydropyrans by stereoselective hydroalkoxylation of silyl alkenols: En route to tetrahydropyranyl marine analogues

Producción Científica

Detalles Bibliográficos
Autores: Díez Poza, Carlos, Val, Patricia, Pulido Pelaz, Francisco José, Barbero Pérez, María Asunción
Tipo de recurso: artículo
Estado:Versión publicada
Fecha de publicación:2018
País:España
Institución:Universidad de Valladolid
Repositorio:UVaDOC. Repositorio Documental de la Universidad de Valladolid
OAI Identifier:oai:uvadoc.uva.es:10324/52532
Acceso en línea:https://doi.org/10.3390/md16110421
https://uvadoc.uva.es/handle/10324/52532
Access Level:acceso abierto
Palabra clave:Tetrahydropyrans
Acid mediated cyclization
Stereoselective
Marine drugs analogues
23 Química
24 Ciencias de la Vida
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spelling Synthesis of polysubstituted tetrahydropyrans by stereoselective hydroalkoxylation of silyl alkenols: En route to tetrahydropyranyl marine analoguesDíez Poza, CarlosVal, PatriciaPulido Pelaz, Francisco JoséBarbero Pérez, María AsunciónTetrahydropyransAcid mediated cyclizationStereoselectiveMarine drugs analogues23 Química24 Ciencias de la VidaProducción CientíficaTetrahydropyrans are abundantly found in marine natural products. The interesting biological properties of these compounds and their analogues make necessary the development of convenient procedures for their synthesis. In this paper, an atom economy access to tetrahydropyrans by intramolecular acid-mediated cyclization of silylated alkenols is described. p-TsOH has shown to be an efficient reagent to yield highly substituted tetrahydropyrans. Moreover, excellent diastereoselectivities are obtained both for unsubstituted and alkylsubstituted vinylsilyl alcohols. The methodology herein developed may potentially be applied to the synthesis of marine drugs derivatives.Junta de Castilla y León (GR170)European Social Fund and the Junta de Castilla y León (Grant Q4718001C)MDPI2018info:eu-repo/semantics/articleinfo:eu-repo/semantics/publishedVersionapplication/pdfhttps://doi.org/10.3390/md16110421https://uvadoc.uva.es/handle/10324/52532reponame:UVaDOC. Repositorio Documental de la Universidad de Valladolidinstname:Universidad de ValladolidIngléshttps://www.mdpi.com/1660-3397/16/11/421info:eu-repo/semantics/openAccesshttp://creativecommons.org/licenses/by/4.0/oai:uvadoc.uva.es:10324/525322026-06-13T12:44:47Z
dc.title.none.fl_str_mv Synthesis of polysubstituted tetrahydropyrans by stereoselective hydroalkoxylation of silyl alkenols: En route to tetrahydropyranyl marine analogues
title Synthesis of polysubstituted tetrahydropyrans by stereoselective hydroalkoxylation of silyl alkenols: En route to tetrahydropyranyl marine analogues
spellingShingle Synthesis of polysubstituted tetrahydropyrans by stereoselective hydroalkoxylation of silyl alkenols: En route to tetrahydropyranyl marine analogues
Díez Poza, Carlos
Tetrahydropyrans
Acid mediated cyclization
Stereoselective
Marine drugs analogues
23 Química
24 Ciencias de la Vida
title_short Synthesis of polysubstituted tetrahydropyrans by stereoselective hydroalkoxylation of silyl alkenols: En route to tetrahydropyranyl marine analogues
title_full Synthesis of polysubstituted tetrahydropyrans by stereoselective hydroalkoxylation of silyl alkenols: En route to tetrahydropyranyl marine analogues
title_fullStr Synthesis of polysubstituted tetrahydropyrans by stereoselective hydroalkoxylation of silyl alkenols: En route to tetrahydropyranyl marine analogues
title_full_unstemmed Synthesis of polysubstituted tetrahydropyrans by stereoselective hydroalkoxylation of silyl alkenols: En route to tetrahydropyranyl marine analogues
title_sort Synthesis of polysubstituted tetrahydropyrans by stereoselective hydroalkoxylation of silyl alkenols: En route to tetrahydropyranyl marine analogues
dc.creator.none.fl_str_mv Díez Poza, Carlos
Val, Patricia
Pulido Pelaz, Francisco José
Barbero Pérez, María Asunción
author Díez Poza, Carlos
author_facet Díez Poza, Carlos
Val, Patricia
Pulido Pelaz, Francisco José
Barbero Pérez, María Asunción
author_role author
author2 Val, Patricia
Pulido Pelaz, Francisco José
Barbero Pérez, María Asunción
author2_role author
author
author
dc.subject.none.fl_str_mv Tetrahydropyrans
Acid mediated cyclization
Stereoselective
Marine drugs analogues
23 Química
24 Ciencias de la Vida
topic Tetrahydropyrans
Acid mediated cyclization
Stereoselective
Marine drugs analogues
23 Química
24 Ciencias de la Vida
description Producción Científica
publishDate 2018
dc.date.none.fl_str_mv 2018
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/10.3390/md16110421
https://uvadoc.uva.es/handle/10324/52532
url https://doi.org/10.3390/md16110421
https://uvadoc.uva.es/handle/10324/52532
dc.language.none.fl_str_mv Inglés
language_invalid_str_mv Inglés
dc.relation.none.fl_str_mv https://www.mdpi.com/1660-3397/16/11/421
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 MDPI
publisher.none.fl_str_mv MDPI
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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