Divergent synthetic routes to biologically relevant types of compounds: chiral polyfunctional γ-lactams and amino acids

Autores
Aguilera, Jordi; Moglioni, Albertina Gladys; Mor, Àlex; Ospina, Jimena; Illa, Ona; Ortuño, Rosa M.
Año de publicación
2014
Idioma
inglés
Tipo de recurso
artículo
Estado
versión publicada
Descripción
Divergent and versatile synthetic routes leading to the title compounds are described. They start from a common chiral precursor derived from (−)-(S)-verbenone and afford polyfunctional γ-lactams and γ- and ε-amino acids. The cyclobutane moiety in these molecules acts as a chiral and polyfunctional platform providing stereogenic centres with unambiguous absolute configuration that control the chirality of the newly produced asymmetric carbons. Furthermore, it affords functional groups and carbon chains suitable not only to create the basic skeleton of the desired products but additional functional groups. These features confer on these derivatives a great versatility for further uses in the development of new drugs and as synthetic building blocks.
Fil: Aguilera, Jordi. Universitat Autònoma de Barcelona; España
Fil: Moglioni, Albertina Gladys. Universidad de Buenos Aires. Facultad de Farmacia y Bioquímica. Departamento de Farmacología. Cátedra de Química Medicinal; Argentina. Consejo Nacional de Investigaciones Científicas y Técnicas; Argentina
Fil: Mor, Àlex. Universitat Autònoma de Barcelona; España
Fil: Ospina, Jimena. Universitat Autònoma de Barcelona; España
Fil: Illa, Ona. Universitat Autònoma de Barcelona; España
Fil: Ortuño, Rosa M.. Universitat Autònoma de Barcelona; España
Materia
Γ-Lactams
Amino Acids
Verbenone
Building Blocks
Divergent Synthesis
Polyfunctional Scaffolds
Chirality
Nivel de accesibilidad
acceso abierto
Condiciones de uso
https://creativecommons.org/licenses/by-nc-sa/2.5/ar/
Repositorio
CONICET Digital (CONICET)
Institución
Consejo Nacional de Investigaciones Científicas y Técnicas
OAI Identificador
oai:ri.conicet.gov.ar:11336/18396
Acceder
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oai_identifier_str oai:ri.conicet.gov.ar:11336/18396
network_acronym_str CONICETDig
repository_id_str 3498
network_name_str CONICET Digital (CONICET)
spelling Divergent synthetic routes to biologically relevant types of compounds: chiral polyfunctional γ-lactams and amino acidsAguilera, JordiMoglioni, Albertina GladysMor, ÀlexOspina, JimenaIlla, OnaOrtuño, Rosa M.Γ-LactamsAmino AcidsVerbenoneBuilding BlocksDivergent SynthesisPolyfunctional ScaffoldsChiralityhttps://purl.org/becyt/ford/1.4https://purl.org/becyt/ford/1Divergent and versatile synthetic routes leading to the title compounds are described. They start from a common chiral precursor derived from (−)-(S)-verbenone and afford polyfunctional γ-lactams and γ- and ε-amino acids. The cyclobutane moiety in these molecules acts as a chiral and polyfunctional platform providing stereogenic centres with unambiguous absolute configuration that control the chirality of the newly produced asymmetric carbons. Furthermore, it affords functional groups and carbon chains suitable not only to create the basic skeleton of the desired products but additional functional groups. These features confer on these derivatives a great versatility for further uses in the development of new drugs and as synthetic building blocks.Fil: Aguilera, Jordi. Universitat Autònoma de Barcelona; EspañaFil: Moglioni, Albertina Gladys. Universidad de Buenos Aires. Facultad de Farmacia y Bioquímica. Departamento de Farmacología. Cátedra de Química Medicinal; Argentina. Consejo Nacional de Investigaciones Científicas y Técnicas; ArgentinaFil: Mor, Àlex. Universitat Autònoma de Barcelona; EspañaFil: Ospina, Jimena. Universitat Autònoma de Barcelona; EspañaFil: Illa, Ona. Universitat Autònoma de Barcelona; EspañaFil: Ortuño, Rosa M.. Universitat Autònoma de Barcelona; EspañaElsevier2014-09info:eu-repo/semantics/articleinfo:eu-repo/semantics/publishedVersionhttp://purl.org/coar/resource_type/c_6501info:ar-repo/semantics/articuloapplication/pdfapplication/pdfhttp://hdl.handle.net/11336/18396Aguilera, Jordi; Moglioni, Albertina Gladys; Mor, Àlex; Ospina, Jimena; Illa, Ona; et al.; Divergent synthetic routes to biologically relevant types of compounds: chiral polyfunctional γ-lactams and amino acids; Elsevier; Tetrahedron; 70; 37; 9-2014; 6546-65530040-4020CONICET DigitalCONICETenginfo:eu-repo/semantics/altIdentifier/url/http://www.sciencedirect.com/science/article/pii/S0040402014010138?via%3Dihubinfo:eu-repo/semantics/altIdentifier/doi/10.1016/j.tet.2014.07.011info:eu-repo/semantics/openAccesshttps://creativecommons.org/licenses/by-nc-sa/2.5/ar/reponame:CONICET Digital (CONICET)instname:Consejo Nacional de Investigaciones Científicas y Técnicas2025-09-03T10:08:56Zoai:ri.conicet.gov.ar:11336/18396instacron:CONICETInstitucionalhttp://ri.conicet.gov.ar/Organismo científico-tecnológicoNo correspondehttp://ri.conicet.gov.ar/oai/requestdasensio@conicet.gov.ar; lcarlino@conicet.gov.arArgentinaNo correspondeNo correspondeNo correspondeopendoar:34982025-09-03 10:08:56.337CONICET Digital (CONICET) - Consejo Nacional de Investigaciones Científicas y Técnicasfalse
dc.title.none.fl_str_mv Divergent synthetic routes to biologically relevant types of compounds: chiral polyfunctional γ-lactams and amino acids
title Divergent synthetic routes to biologically relevant types of compounds: chiral polyfunctional γ-lactams and amino acids
spellingShingle Divergent synthetic routes to biologically relevant types of compounds: chiral polyfunctional γ-lactams and amino acids
Aguilera, Jordi
Γ-Lactams
Amino Acids
Verbenone
Building Blocks
Divergent Synthesis
Polyfunctional Scaffolds
Chirality
title_short Divergent synthetic routes to biologically relevant types of compounds: chiral polyfunctional γ-lactams and amino acids
title_full Divergent synthetic routes to biologically relevant types of compounds: chiral polyfunctional γ-lactams and amino acids
title_fullStr Divergent synthetic routes to biologically relevant types of compounds: chiral polyfunctional γ-lactams and amino acids
title_full_unstemmed Divergent synthetic routes to biologically relevant types of compounds: chiral polyfunctional γ-lactams and amino acids
title_sort Divergent synthetic routes to biologically relevant types of compounds: chiral polyfunctional γ-lactams and amino acids
dc.creator.none.fl_str_mv Aguilera, Jordi
Moglioni, Albertina Gladys
Mor, Àlex
Ospina, Jimena
Illa, Ona
Ortuño, Rosa M.
author Aguilera, Jordi
author_facet Aguilera, Jordi
Moglioni, Albertina Gladys
Mor, Àlex
Ospina, Jimena
Illa, Ona
Ortuño, Rosa M.
author_role author
author2 Moglioni, Albertina Gladys
Mor, Àlex
Ospina, Jimena
Illa, Ona
Ortuño, Rosa M.
author2_role author
author
author
author
author
dc.subject.none.fl_str_mv Γ-Lactams
Amino Acids
Verbenone
Building Blocks
Divergent Synthesis
Polyfunctional Scaffolds
Chirality
topic Γ-Lactams
Amino Acids
Verbenone
Building Blocks
Divergent Synthesis
Polyfunctional Scaffolds
Chirality
purl_subject.fl_str_mv https://purl.org/becyt/ford/1.4
https://purl.org/becyt/ford/1
dc.description.none.fl_txt_mv Divergent and versatile synthetic routes leading to the title compounds are described. They start from a common chiral precursor derived from (−)-(S)-verbenone and afford polyfunctional γ-lactams and γ- and ε-amino acids. The cyclobutane moiety in these molecules acts as a chiral and polyfunctional platform providing stereogenic centres with unambiguous absolute configuration that control the chirality of the newly produced asymmetric carbons. Furthermore, it affords functional groups and carbon chains suitable not only to create the basic skeleton of the desired products but additional functional groups. These features confer on these derivatives a great versatility for further uses in the development of new drugs and as synthetic building blocks.
Fil: Aguilera, Jordi. Universitat Autònoma de Barcelona; España
Fil: Moglioni, Albertina Gladys. Universidad de Buenos Aires. Facultad de Farmacia y Bioquímica. Departamento de Farmacología. Cátedra de Química Medicinal; Argentina. Consejo Nacional de Investigaciones Científicas y Técnicas; Argentina
Fil: Mor, Àlex. Universitat Autònoma de Barcelona; España
Fil: Ospina, Jimena. Universitat Autònoma de Barcelona; España
Fil: Illa, Ona. Universitat Autònoma de Barcelona; España
Fil: Ortuño, Rosa M.. Universitat Autònoma de Barcelona; España
description Divergent and versatile synthetic routes leading to the title compounds are described. They start from a common chiral precursor derived from (−)-(S)-verbenone and afford polyfunctional γ-lactams and γ- and ε-amino acids. The cyclobutane moiety in these molecules acts as a chiral and polyfunctional platform providing stereogenic centres with unambiguous absolute configuration that control the chirality of the newly produced asymmetric carbons. Furthermore, it affords functional groups and carbon chains suitable not only to create the basic skeleton of the desired products but additional functional groups. These features confer on these derivatives a great versatility for further uses in the development of new drugs and as synthetic building blocks.
publishDate 2014
dc.date.none.fl_str_mv 2014-09
dc.type.none.fl_str_mv info:eu-repo/semantics/article
info:eu-repo/semantics/publishedVersion
http://purl.org/coar/resource_type/c_6501
info:ar-repo/semantics/articulo
format article
status_str publishedVersion
dc.identifier.none.fl_str_mv http://hdl.handle.net/11336/18396
Aguilera, Jordi; Moglioni, Albertina Gladys; Mor, Àlex; Ospina, Jimena; Illa, Ona; et al.; Divergent synthetic routes to biologically relevant types of compounds: chiral polyfunctional γ-lactams and amino acids; Elsevier; Tetrahedron; 70; 37; 9-2014; 6546-6553
0040-4020
CONICET Digital
CONICET
url http://hdl.handle.net/11336/18396
identifier_str_mv Aguilera, Jordi; Moglioni, Albertina Gladys; Mor, Àlex; Ospina, Jimena; Illa, Ona; et al.; Divergent synthetic routes to biologically relevant types of compounds: chiral polyfunctional γ-lactams and amino acids; Elsevier; Tetrahedron; 70; 37; 9-2014; 6546-6553
0040-4020
CONICET Digital
CONICET
dc.language.none.fl_str_mv eng
language eng
dc.relation.none.fl_str_mv info:eu-repo/semantics/altIdentifier/url/http://www.sciencedirect.com/science/article/pii/S0040402014010138?via%3Dihub
info:eu-repo/semantics/altIdentifier/doi/10.1016/j.tet.2014.07.011
dc.rights.none.fl_str_mv info:eu-repo/semantics/openAccess
https://creativecommons.org/licenses/by-nc-sa/2.5/ar/
eu_rights_str_mv openAccess
rights_invalid_str_mv https://creativecommons.org/licenses/by-nc-sa/2.5/ar/
dc.format.none.fl_str_mv application/pdf
application/pdf
dc.publisher.none.fl_str_mv Elsevier
publisher.none.fl_str_mv Elsevier
dc.source.none.fl_str_mv reponame:CONICET Digital (CONICET)
instname:Consejo Nacional de Investigaciones Científicas y Técnicas
reponame_str CONICET Digital (CONICET)
collection CONICET Digital (CONICET)
instname_str Consejo Nacional de Investigaciones Científicas y Técnicas
repository.name.fl_str_mv CONICET Digital (CONICET) - Consejo Nacional de Investigaciones Científicas y Técnicas
repository.mail.fl_str_mv dasensio@conicet.gov.ar; lcarlino@conicet.gov.ar
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score 13.13397

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