A formal total synthesis of the marine alkaloid aaptamine

Autores
Larghi, Enrique Leandro; Obrist, Blaise V.; Kaufman, Teodoro Saul
Año de publicación
2008
Idioma
inglés
Tipo de recurso
artículo
Estado
versión publicada
Descripción
A new strategy for the synthesis of benzo[de][1,6]naphthyridine derivative 2,3,3a,4,5,6-hexahydroaaptamine, which involves the construction of the isoquinoline ring after elaboration of the quinoline moiety, is described. Since 2,3,3a,4,5,6-hexahydroaaptamine has been previously synthesized as a key intermediate en route to the marine alkaloid aaptamine, access to this compound represents a formal total synthesis of the natural product.
Fil: Larghi, Enrique Leandro. Consejo Nacional de Investigaciones Científicas y Técnicas. Centro Científico Tecnológico Conicet - Rosario. Instituto de Química Rosario. Universidad Nacional de Rosario. Facultad de Ciencias Bioquímicas y Farmacéuticas. Instituto de Química Rosario; Argentina
Fil: Obrist, Blaise V.. École Polytechnique Fédérale de Lausanne; Suiza
Fil: Kaufman, Teodoro Saul. Consejo Nacional de Investigaciones Científicas y Técnicas. Centro Científico Tecnológico Conicet - Rosario. Instituto de Química Rosario. Universidad Nacional de Rosario. Facultad de Ciencias Bioquímicas y Farmacéuticas. Instituto de Química Rosario; Argentina
Materia
2,3,3A,4,5,6-HEXAHYDROAAPTAMINE
AAPTAMINE
BENZO[DE][1,6]NAPHTHYRIDINE ALKALOIDS
FORMAL TOTAL SYNTHESIS
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:11336/136903
Acceder
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network_acronym_str CONICETDig
repository_id_str 3498
network_name_str CONICET Digital (CONICET)
spelling A formal total synthesis of the marine alkaloid aaptamineLarghi, Enrique LeandroObrist, Blaise V.Kaufman, Teodoro Saul2,3,3A,4,5,6-HEXAHYDROAAPTAMINEAAPTAMINEBENZO[DE][1,6]NAPHTHYRIDINE ALKALOIDSFORMAL TOTAL SYNTHESIShttps://purl.org/becyt/ford/1.4https://purl.org/becyt/ford/1A new strategy for the synthesis of benzo[de][1,6]naphthyridine derivative 2,3,3a,4,5,6-hexahydroaaptamine, which involves the construction of the isoquinoline ring after elaboration of the quinoline moiety, is described. Since 2,3,3a,4,5,6-hexahydroaaptamine has been previously synthesized as a key intermediate en route to the marine alkaloid aaptamine, access to this compound represents a formal total synthesis of the natural product.Fil: Larghi, Enrique Leandro. Consejo Nacional de Investigaciones Científicas y Técnicas. Centro Científico Tecnológico Conicet - Rosario. Instituto de Química Rosario. Universidad Nacional de Rosario. Facultad de Ciencias Bioquímicas y Farmacéuticas. Instituto de Química Rosario; ArgentinaFil: Obrist, Blaise V.. École Polytechnique Fédérale de Lausanne; SuizaFil: Kaufman, Teodoro Saul. Consejo Nacional de Investigaciones Científicas y Técnicas. Centro Científico Tecnológico Conicet - Rosario. Instituto de Química Rosario. Universidad Nacional de Rosario. Facultad de Ciencias Bioquímicas y Farmacéuticas. Instituto de Química Rosario; ArgentinaPergamon-Elsevier Science Ltd2008-05info:eu-repo/semantics/articleinfo:eu-repo/semantics/publishedVersionhttp://purl.org/coar/resource_type/c_6501info:ar-repo/semantics/articuloapplication/pdfapplication/pdfapplication/pdfhttp://hdl.handle.net/11336/136903Larghi, Enrique Leandro; Obrist, Blaise V.; Kaufman, Teodoro Saul; A formal total synthesis of the marine alkaloid aaptamine; Pergamon-Elsevier Science Ltd; Tetrahedron; 64; 22; 5-2008; 5236-52450040-4020CONICET DigitalCONICETenginfo:eu-repo/semantics/altIdentifier/url/https://www.sciencedirect.com/science/article/abs/pii/S0040402008005486info:eu-repo/semantics/altIdentifier/doi/10.1016/j.tet.2008.03.036info:eu-repo/semantics/openAccesshttps://creativecommons.org/licenses/by-nc-sa/2.5/ar/reponame:CONICET Digital (CONICET)instname:Consejo Nacional de Investigaciones Científicas y Técnicas2025-10-22T12:13:21Zoai:ri.conicet.gov.ar:11336/136903instacron: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:34982025-10-22 12:13:21.867CONICET Digital (CONICET) - Consejo Nacional de Investigaciones Científicas y Técnicasfalse
dc.title.none.fl_str_mv A formal total synthesis of the marine alkaloid aaptamine
title A formal total synthesis of the marine alkaloid aaptamine
spellingShingle A formal total synthesis of the marine alkaloid aaptamine
Larghi, Enrique Leandro
2,3,3A,4,5,6-HEXAHYDROAAPTAMINE
AAPTAMINE
BENZO[DE][1,6]NAPHTHYRIDINE ALKALOIDS
FORMAL TOTAL SYNTHESIS
title_short A formal total synthesis of the marine alkaloid aaptamine
title_full A formal total synthesis of the marine alkaloid aaptamine
title_fullStr A formal total synthesis of the marine alkaloid aaptamine
title_full_unstemmed A formal total synthesis of the marine alkaloid aaptamine
title_sort A formal total synthesis of the marine alkaloid aaptamine
dc.creator.none.fl_str_mv Larghi, Enrique Leandro
Obrist, Blaise V.
Kaufman, Teodoro Saul
author Larghi, Enrique Leandro
author_facet Larghi, Enrique Leandro
Obrist, Blaise V.
Kaufman, Teodoro Saul
author_role author
author2 Obrist, Blaise V.
Kaufman, Teodoro Saul
author2_role author
author
dc.subject.none.fl_str_mv 2,3,3A,4,5,6-HEXAHYDROAAPTAMINE
AAPTAMINE
BENZO[DE][1,6]NAPHTHYRIDINE ALKALOIDS
FORMAL TOTAL SYNTHESIS
topic 2,3,3A,4,5,6-HEXAHYDROAAPTAMINE
AAPTAMINE
BENZO[DE][1,6]NAPHTHYRIDINE ALKALOIDS
FORMAL TOTAL SYNTHESIS
purl_subject.fl_str_mv https://purl.org/becyt/ford/1.4
https://purl.org/becyt/ford/1
dc.description.none.fl_txt_mv A new strategy for the synthesis of benzo[de][1,6]naphthyridine derivative 2,3,3a,4,5,6-hexahydroaaptamine, which involves the construction of the isoquinoline ring after elaboration of the quinoline moiety, is described. Since 2,3,3a,4,5,6-hexahydroaaptamine has been previously synthesized as a key intermediate en route to the marine alkaloid aaptamine, access to this compound represents a formal total synthesis of the natural product.
Fil: Larghi, Enrique Leandro. Consejo Nacional de Investigaciones Científicas y Técnicas. Centro Científico Tecnológico Conicet - Rosario. Instituto de Química Rosario. Universidad Nacional de Rosario. Facultad de Ciencias Bioquímicas y Farmacéuticas. Instituto de Química Rosario; Argentina
Fil: Obrist, Blaise V.. École Polytechnique Fédérale de Lausanne; Suiza
Fil: Kaufman, Teodoro Saul. Consejo Nacional de Investigaciones Científicas y Técnicas. Centro Científico Tecnológico Conicet - Rosario. Instituto de Química Rosario. Universidad Nacional de Rosario. Facultad de Ciencias Bioquímicas y Farmacéuticas. Instituto de Química Rosario; Argentina
description A new strategy for the synthesis of benzo[de][1,6]naphthyridine derivative 2,3,3a,4,5,6-hexahydroaaptamine, which involves the construction of the isoquinoline ring after elaboration of the quinoline moiety, is described. Since 2,3,3a,4,5,6-hexahydroaaptamine has been previously synthesized as a key intermediate en route to the marine alkaloid aaptamine, access to this compound represents a formal total synthesis of the natural product.
publishDate 2008
dc.date.none.fl_str_mv 2008-05
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/11336/136903
Larghi, Enrique Leandro; Obrist, Blaise V.; Kaufman, Teodoro Saul; A formal total synthesis of the marine alkaloid aaptamine; Pergamon-Elsevier Science Ltd; Tetrahedron; 64; 22; 5-2008; 5236-5245
0040-4020
CONICET Digital
CONICET
url http://hdl.handle.net/11336/136903
identifier_str_mv Larghi, Enrique Leandro; Obrist, Blaise V.; Kaufman, Teodoro Saul; A formal total synthesis of the marine alkaloid aaptamine; Pergamon-Elsevier Science Ltd; Tetrahedron; 64; 22; 5-2008; 5236-5245
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/https://www.sciencedirect.com/science/article/abs/pii/S0040402008005486
info:eu-repo/semantics/altIdentifier/doi/10.1016/j.tet.2008.03.036
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
application/pdf
dc.publisher.none.fl_str_mv Pergamon-Elsevier Science Ltd
publisher.none.fl_str_mv Pergamon-Elsevier Science Ltd
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 12.982451

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