Asymmetric synthesis of secondary benzylic alcohols via arene chromium tricarbonyl complexes

Detalhes bibliográficos
Autor(a) principal: Costa, M. Rute G. da
Data de Publicação: 2018
Outros Autores: Curto, Maria João Marcelo, Davies, Stephen G., Teixeira, Fatima, Thomson, James E.
Tipo de documento: Artigo
Idioma: eng
Título da fonte: Repositório Científico de Acesso Aberto de Portugal (Repositórios Cientìficos)
Texto Completo: http://hdl.handle.net/10400.9/3117
Resumo: ABSTRACT: The use of O-methyl-N-(alpha-methylbenzyl)hydroxylamine as a novel chiral auxiliary in asymmetric ortho-deprotonation of the (eta(6)-arene) chromium tricarbonyl complexes is described. Upon quenching of the resultant ortho-lithiated complex with an electrophile, 1,2-disubstituted (eta(6)-arene) chromium tricarbonyl complexes were obtained in good yield and excellent levels of diastereoselectivity.
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spelling Asymmetric synthesis of secondary benzylic alcohols via arene chromium tricarbonyl complexesAsymmetric synthesisHydroxylaminesCatalysisOrganic chemistryABSTRACT: The use of O-methyl-N-(alpha-methylbenzyl)hydroxylamine as a novel chiral auxiliary in asymmetric ortho-deprotonation of the (eta(6)-arene) chromium tricarbonyl complexes is described. Upon quenching of the resultant ortho-lithiated complex with an electrophile, 1,2-disubstituted (eta(6)-arene) chromium tricarbonyl complexes were obtained in good yield and excellent levels of diastereoselectivity.ElsevierRepositório do LNEGCosta, M. Rute G. daCurto, Maria João MarceloDavies, Stephen G.Teixeira, FatimaThomson, James E.2019-01-29T17:53:33Z2018-01-01T00:00:00Z2018-01-01T00:00:00Zinfo:eu-repo/semantics/publishedVersioninfo:eu-repo/semantics/articleapplication/pdfhttp://hdl.handle.net/10400.9/3117engCosta, M. Rute G. da; Curto, M. João M.; Davies, Stephen G... [et.al.] - Asymmetric synthesis of secondary benzylic alcohols via arene chromium tricarbonyl complexes. In: Tetrahedron, 2018, Vol. 74, p. 5965-59730040-4020info:eu-repo/semantics/openAccessreponame:Repositório Científico de Acesso Aberto de Portugal (Repositórios Cientìficos)instname:Agência para a Sociedade do Conhecimento (UMIC) - FCT - Sociedade da Informaçãoinstacron:RCAAP2022-09-06T12:28:31Zoai:repositorio.lneg.pt:10400.9/3117Portal AgregadorONGhttps://www.rcaap.pt/oai/openaireopendoar:71602024-03-19T15:36:16.587562Repositório Científico de Acesso Aberto de Portugal (Repositórios Cientìficos) - Agência para a Sociedade do Conhecimento (UMIC) - FCT - Sociedade da Informaçãofalse
dc.title.none.fl_str_mv Asymmetric synthesis of secondary benzylic alcohols via arene chromium tricarbonyl complexes
title Asymmetric synthesis of secondary benzylic alcohols via arene chromium tricarbonyl complexes
spellingShingle Asymmetric synthesis of secondary benzylic alcohols via arene chromium tricarbonyl complexes
Costa, M. Rute G. da
Asymmetric synthesis
Hydroxylamines
Catalysis
Organic chemistry
title_short Asymmetric synthesis of secondary benzylic alcohols via arene chromium tricarbonyl complexes
title_full Asymmetric synthesis of secondary benzylic alcohols via arene chromium tricarbonyl complexes
title_fullStr Asymmetric synthesis of secondary benzylic alcohols via arene chromium tricarbonyl complexes
title_full_unstemmed Asymmetric synthesis of secondary benzylic alcohols via arene chromium tricarbonyl complexes
title_sort Asymmetric synthesis of secondary benzylic alcohols via arene chromium tricarbonyl complexes
author Costa, M. Rute G. da
author_facet Costa, M. Rute G. da
Curto, Maria João Marcelo
Davies, Stephen G.
Teixeira, Fatima
Thomson, James E.
author_role author
author2 Curto, Maria João Marcelo
Davies, Stephen G.
Teixeira, Fatima
Thomson, James E.
author2_role author
author
author
author
dc.contributor.none.fl_str_mv Repositório do LNEG
dc.contributor.author.fl_str_mv Costa, M. Rute G. da
Curto, Maria João Marcelo
Davies, Stephen G.
Teixeira, Fatima
Thomson, James E.
dc.subject.por.fl_str_mv Asymmetric synthesis
Hydroxylamines
Catalysis
Organic chemistry
topic Asymmetric synthesis
Hydroxylamines
Catalysis
Organic chemistry
description ABSTRACT: The use of O-methyl-N-(alpha-methylbenzyl)hydroxylamine as a novel chiral auxiliary in asymmetric ortho-deprotonation of the (eta(6)-arene) chromium tricarbonyl complexes is described. Upon quenching of the resultant ortho-lithiated complex with an electrophile, 1,2-disubstituted (eta(6)-arene) chromium tricarbonyl complexes were obtained in good yield and excellent levels of diastereoselectivity.
publishDate 2018
dc.date.none.fl_str_mv 2018-01-01T00:00:00Z
2018-01-01T00:00:00Z
2019-01-29T17:53:33Z
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://hdl.handle.net/10400.9/3117
url http://hdl.handle.net/10400.9/3117
dc.language.iso.fl_str_mv eng
language eng
dc.relation.none.fl_str_mv Costa, M. Rute G. da; Curto, M. João M.; Davies, Stephen G... [et.al.] - Asymmetric synthesis of secondary benzylic alcohols via arene chromium tricarbonyl complexes. In: Tetrahedron, 2018, Vol. 74, p. 5965-5973
0040-4020
dc.rights.driver.fl_str_mv info:eu-repo/semantics/openAccess
eu_rights_str_mv openAccess
dc.format.none.fl_str_mv application/pdf
dc.publisher.none.fl_str_mv Elsevier
publisher.none.fl_str_mv Elsevier
dc.source.none.fl_str_mv reponame:Repositório Científico de Acesso Aberto de Portugal (Repositórios Cientìficos)
instname:Agência para a Sociedade do Conhecimento (UMIC) - FCT - Sociedade da Informação
instacron:RCAAP
instname_str Agência para a Sociedade do Conhecimento (UMIC) - FCT - Sociedade da Informação
instacron_str RCAAP
institution RCAAP
reponame_str Repositório Científico de Acesso Aberto de Portugal (Repositórios Cientìficos)
collection Repositório Científico de Acesso Aberto de Portugal (Repositórios Cientìficos)
repository.name.fl_str_mv Repositório Científico de Acesso Aberto de Portugal (Repositórios Cientìficos) - Agência para a Sociedade do Conhecimento (UMIC) - FCT - Sociedade da Informação
repository.mail.fl_str_mv
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