Lipase-oxovanadium heterogeneous catalysis system: a robust protocol for the dynamic kinetic resolution of sec-alcohols

Detalhes bibliográficos
Autor(a) principal: De Almeida, Laiza A. [UNESP]
Data de Publicação: 2020
Outros Autores: Marcondes, Thayna H. [UNESP], Milagre, Cintia D. F. [UNESP], Milagre, Humberto M. S. [UNESP]
Tipo de documento: Artigo
Idioma: eng
Título da fonte: Repositório Institucional da UNESP
Texto Completo: http://dx.doi.org/10.1002/cctc.202000292
http://hdl.handle.net/11449/198696
Resumo: Herein, we present a robust and eco-friendly dynamic kinetic resolution (DKR) protocol for secondary alcohols using a combined heterogeneous catalytic CAL−B/VOSO4 system at 50 °C in the relatively green solvent heptane. This catalytic system is active and chemo- and enantioselective for up to 5 cycles. A set of 13 aromatic and heteroaromatic secondary alcohols were evaluated to determine the substrate scope. The performance of the combined CAL−B/VOSO4 system was improved by employing a low-cost, homemade Teflon tube to compartmentalize the catalysts in one-pot conditions, making this system for up to 8 reaction cycles.
id UNSP_0ded1c5f8a977dc65f3040724ad12a3c
oai_identifier_str oai:repositorio.unesp.br:11449/198696
network_acronym_str UNSP
network_name_str Repositório Institucional da UNESP
repository_id_str 2946
spelling Lipase-oxovanadium heterogeneous catalysis system: a robust protocol for the dynamic kinetic resolution of sec-alcoholsdynamic kinetic resolutionheterogeneous catalysislipasesec-alcoholsvanadiumHerein, we present a robust and eco-friendly dynamic kinetic resolution (DKR) protocol for secondary alcohols using a combined heterogeneous catalytic CAL−B/VOSO4 system at 50 °C in the relatively green solvent heptane. This catalytic system is active and chemo- and enantioselective for up to 5 cycles. A set of 13 aromatic and heteroaromatic secondary alcohols were evaluated to determine the substrate scope. The performance of the combined CAL−B/VOSO4 system was improved by employing a low-cost, homemade Teflon tube to compartmentalize the catalysts in one-pot conditions, making this system for up to 8 reaction cycles.Coordenação de Aperfeiçoamento de Pessoal de Nível Superior (CAPES)Fundação de Amparo à Pesquisa do Estado de São Paulo (FAPESP)Institute of Chemistry São Paulo State University (Unesp), Prof. Francisco Degni, 55 – QuitandinhaInstitute of Chemistry São Paulo State University (Unesp), Prof. Francisco Degni, 55 – QuitandinhaFAPESP: 2014/50249-8Universidade Estadual Paulista (Unesp)De Almeida, Laiza A. [UNESP]Marcondes, Thayna H. [UNESP]Milagre, Cintia D. F. [UNESP]Milagre, Humberto M. S. [UNESP]2020-12-12T01:19:41Z2020-12-12T01:19:41Z2020-05-20info:eu-repo/semantics/publishedVersioninfo:eu-repo/semantics/article2849-2858http://dx.doi.org/10.1002/cctc.202000292ChemCatChem, v. 12, n. 10, p. 2849-2858, 2020.1867-38991867-3880http://hdl.handle.net/11449/19869610.1002/cctc.2020002922-s2.0-85082757875Scopusreponame:Repositório Institucional da UNESPinstname:Universidade Estadual Paulista (UNESP)instacron:UNESPengChemCatCheminfo:eu-repo/semantics/openAccess2021-10-22T19:32:50Zoai:repositorio.unesp.br:11449/198696Repositório InstitucionalPUBhttp://repositorio.unesp.br/oai/requestopendoar:29462021-10-22T19:32:50Repositório Institucional da UNESP - Universidade Estadual Paulista (UNESP)false
dc.title.none.fl_str_mv Lipase-oxovanadium heterogeneous catalysis system: a robust protocol for the dynamic kinetic resolution of sec-alcohols
title Lipase-oxovanadium heterogeneous catalysis system: a robust protocol for the dynamic kinetic resolution of sec-alcohols
spellingShingle Lipase-oxovanadium heterogeneous catalysis system: a robust protocol for the dynamic kinetic resolution of sec-alcohols
De Almeida, Laiza A. [UNESP]
dynamic kinetic resolution
heterogeneous catalysis
lipase
sec-alcohols
vanadium
title_short Lipase-oxovanadium heterogeneous catalysis system: a robust protocol for the dynamic kinetic resolution of sec-alcohols
title_full Lipase-oxovanadium heterogeneous catalysis system: a robust protocol for the dynamic kinetic resolution of sec-alcohols
title_fullStr Lipase-oxovanadium heterogeneous catalysis system: a robust protocol for the dynamic kinetic resolution of sec-alcohols
title_full_unstemmed Lipase-oxovanadium heterogeneous catalysis system: a robust protocol for the dynamic kinetic resolution of sec-alcohols
title_sort Lipase-oxovanadium heterogeneous catalysis system: a robust protocol for the dynamic kinetic resolution of sec-alcohols
author De Almeida, Laiza A. [UNESP]
author_facet De Almeida, Laiza A. [UNESP]
Marcondes, Thayna H. [UNESP]
Milagre, Cintia D. F. [UNESP]
Milagre, Humberto M. S. [UNESP]
author_role author
author2 Marcondes, Thayna H. [UNESP]
Milagre, Cintia D. F. [UNESP]
Milagre, Humberto M. S. [UNESP]
author2_role author
author
author
dc.contributor.none.fl_str_mv Universidade Estadual Paulista (Unesp)
dc.contributor.author.fl_str_mv De Almeida, Laiza A. [UNESP]
Marcondes, Thayna H. [UNESP]
Milagre, Cintia D. F. [UNESP]
Milagre, Humberto M. S. [UNESP]
dc.subject.por.fl_str_mv dynamic kinetic resolution
heterogeneous catalysis
lipase
sec-alcohols
vanadium
topic dynamic kinetic resolution
heterogeneous catalysis
lipase
sec-alcohols
vanadium
description Herein, we present a robust and eco-friendly dynamic kinetic resolution (DKR) protocol for secondary alcohols using a combined heterogeneous catalytic CAL−B/VOSO4 system at 50 °C in the relatively green solvent heptane. This catalytic system is active and chemo- and enantioselective for up to 5 cycles. A set of 13 aromatic and heteroaromatic secondary alcohols were evaluated to determine the substrate scope. The performance of the combined CAL−B/VOSO4 system was improved by employing a low-cost, homemade Teflon tube to compartmentalize the catalysts in one-pot conditions, making this system for up to 8 reaction cycles.
publishDate 2020
dc.date.none.fl_str_mv 2020-12-12T01:19:41Z
2020-12-12T01:19:41Z
2020-05-20
dc.type.status.fl_str_mv info:eu-repo/semantics/publishedVersion
dc.type.driver.fl_str_mv info:eu-repo/semantics/article
format article
status_str publishedVersion
dc.identifier.uri.fl_str_mv http://dx.doi.org/10.1002/cctc.202000292
ChemCatChem, v. 12, n. 10, p. 2849-2858, 2020.
1867-3899
1867-3880
http://hdl.handle.net/11449/198696
10.1002/cctc.202000292
2-s2.0-85082757875
url http://dx.doi.org/10.1002/cctc.202000292
http://hdl.handle.net/11449/198696
identifier_str_mv ChemCatChem, v. 12, n. 10, p. 2849-2858, 2020.
1867-3899
1867-3880
10.1002/cctc.202000292
2-s2.0-85082757875
dc.language.iso.fl_str_mv eng
language eng
dc.relation.none.fl_str_mv ChemCatChem
dc.rights.driver.fl_str_mv info:eu-repo/semantics/openAccess
eu_rights_str_mv openAccess
dc.format.none.fl_str_mv 2849-2858
dc.source.none.fl_str_mv Scopus
reponame:Repositório Institucional da UNESP
instname:Universidade Estadual Paulista (UNESP)
instacron:UNESP
instname_str Universidade Estadual Paulista (UNESP)
instacron_str UNESP
institution UNESP
reponame_str Repositório Institucional da UNESP
collection Repositório Institucional da UNESP
repository.name.fl_str_mv Repositório Institucional da UNESP - Universidade Estadual Paulista (UNESP)
repository.mail.fl_str_mv
_version_ 1803649432271454208