Chirality transfer from the oxidative dearomatization of axially chiral binols with oxone under mild conditions

Easily accessible axially chiral substituted binols (95 to >99% ee) undergo an oxidative dearomatization process with the system Oxone/NaHCO3/acetone, under mild conditions, to afford pentacyclic hemiacetalic cis-diols (94 to >99% ee), bearing two new stereogenic centers, through an efficient...

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Detalles Bibliográficos
Autores: Urbano Pujol, Antonio, Vallejo, Sara, Cabrera Afonso, María Jesús, Yonte, Elena
Tipo de recurso: artículo
Fecha de publicación:2020
País:España
Institución:Universidad Autónoma de Madrid
Repositorio:Biblos-e Archivo. Repositorio Institucional de la UAM
Idioma:inglés
OAI Identifier:oai:repositorio.uam.es:10486/709183
Acceso en línea:http://hdl.handle.net/10486/709183
https://dx.doi.org/10.1021/acs.orglett.0c02194
Access Level:acceso abierto
Palabra clave:Aromatic compounds
Chirality
Ketones
Oxidation reactions
Substituents
Química
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spelling Chirality transfer from the oxidative dearomatization of axially chiral binols with oxone under mild conditionsUrbano Pujol, AntonioVallejo, SaraCabrera Afonso, María JesúsYonte, ElenaAromatic compoundsChiralityKetonesOxidation reactionsSubstituentsQuímicaEasily accessible axially chiral substituted binols (95 to >99% ee) undergo an oxidative dearomatization process with the system Oxone/NaHCO3/acetone, under mild conditions, to afford pentacyclic hemiacetalic cis-diols (94 to >99% ee), bearing two new stereogenic centers, through an efficient axial-to-central chirality transferWe thank Ministerio de Economía y Competitividad (Grant CTQ2017‐83309‐P) for financial supportAmerican Chemical SocietyDepartamento de Química OrgánicaFacultad de Ciencias20202020-07-10research articlehttp://purl.org/coar/resource_type/c_2df8fbb1AMhttp://purl.org/coar/version/c_ab4af688f83e57aainfo:eu-repo/semantics/articleapplication/pdfhttp://hdl.handle.net/10486/709183https://dx.doi.org/10.1021/acs.orglett.0c02194reponame:Biblos-e Archivo. Repositorio Institucional de la UAMinstname:Universidad Autónoma de MadridInglésengopen accesshttp://purl.org/coar/access_right/c_abf2info:eu-repo/semantics/openAccessoai:repositorio.uam.es:10486/7091832026-06-23T12:46:27Z
dc.title.none.fl_str_mv Chirality transfer from the oxidative dearomatization of axially chiral binols with oxone under mild conditions
title Chirality transfer from the oxidative dearomatization of axially chiral binols with oxone under mild conditions
spellingShingle Chirality transfer from the oxidative dearomatization of axially chiral binols with oxone under mild conditions
Urbano Pujol, Antonio
Aromatic compounds
Chirality
Ketones
Oxidation reactions
Substituents
Química
title_short Chirality transfer from the oxidative dearomatization of axially chiral binols with oxone under mild conditions
title_full Chirality transfer from the oxidative dearomatization of axially chiral binols with oxone under mild conditions
title_fullStr Chirality transfer from the oxidative dearomatization of axially chiral binols with oxone under mild conditions
title_full_unstemmed Chirality transfer from the oxidative dearomatization of axially chiral binols with oxone under mild conditions
title_sort Chirality transfer from the oxidative dearomatization of axially chiral binols with oxone under mild conditions
dc.creator.none.fl_str_mv Urbano Pujol, Antonio
Vallejo, Sara
Cabrera Afonso, María Jesús
Yonte, Elena
author Urbano Pujol, Antonio
author_facet Urbano Pujol, Antonio
Vallejo, Sara
Cabrera Afonso, María Jesús
Yonte, Elena
author_role author
author2 Vallejo, Sara
Cabrera Afonso, María Jesús
Yonte, Elena
author2_role author
author
author
dc.contributor.none.fl_str_mv Departamento de Química Orgánica
Facultad de Ciencias
dc.subject.none.fl_str_mv Aromatic compounds
Chirality
Ketones
Oxidation reactions
Substituents
Química
topic Aromatic compounds
Chirality
Ketones
Oxidation reactions
Substituents
Química
description Easily accessible axially chiral substituted binols (95 to >99% ee) undergo an oxidative dearomatization process with the system Oxone/NaHCO3/acetone, under mild conditions, to afford pentacyclic hemiacetalic cis-diols (94 to >99% ee), bearing two new stereogenic centers, through an efficient axial-to-central chirality transfer
publishDate 2020
dc.date.none.fl_str_mv 2020
2020-07-10
dc.type.none.fl_str_mv research article
http://purl.org/coar/resource_type/c_2df8fbb1
AM
http://purl.org/coar/version/c_ab4af688f83e57aa
dc.type.openaire.fl_str_mv info:eu-repo/semantics/article
format article
dc.identifier.none.fl_str_mv http://hdl.handle.net/10486/709183
https://dx.doi.org/10.1021/acs.orglett.0c02194
url http://hdl.handle.net/10486/709183
https://dx.doi.org/10.1021/acs.orglett.0c02194
dc.language.none.fl_str_mv Inglés
eng
language_invalid_str_mv Inglés
language eng
dc.rights.none.fl_str_mv open access
http://purl.org/coar/access_right/c_abf2
dc.rights.openaire.fl_str_mv info:eu-repo/semantics/openAccess
rights_invalid_str_mv open access
http://purl.org/coar/access_right/c_abf2
eu_rights_str_mv openAccess
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:Biblos-e Archivo. Repositorio Institucional de la UAM
instname:Universidad Autónoma de Madrid
instname_str Universidad Autónoma de Madrid
reponame_str Biblos-e Archivo. Repositorio Institucional de la UAM
collection Biblos-e Archivo. Repositorio Institucional de la UAM
repository.name.fl_str_mv
repository.mail.fl_str_mv
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score 15.228081

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