Total synthesis of naturally occurring 5,6,7- and 5,7,8-trioxygenated coumarins
- Autores
- Maes, Dominick; Riveiro, Maria Eugenia; Shayo, Carina Claudia; Davio, Carlos Alberto; Debenedetti, Silvia Laura; De Kimpe, Norbert
- Año de publicación
- 2008
- Idioma
- inglés
- Tipo de recurso
- artículo
- Estado
- versión publicada
- Descripción
- The synthesis of five naturally occurring polyoxygenated coumarins is described. It concerns two 5,6,7-trioxygenated coumarins, i.e., 6-hydroxy-5,7-dimethoxycoumarin (fraxinol) 1 and 5,6,7-trimethoxycoumarin 2, and three 5,7,8-trioxygenated coumarins, i.e., 8-hydroxy-5,7-dimethoxycoumarin (leptodactylone) 3, 5,7,8-trimethoxycoumarin 4 and 8-(3-methyl-2-butenyloxy)-5,7-dimethoxycoumarin (artanin) 5. Key feature of the synthetic pathway is the synthesis of suitable tetraoxygenated benzaldehydes, which are then converted to the corresponding coumarins via a Wittig reaction.
Fil: Maes, Dominick. University of Ghent; Bélgica
Fil: Riveiro, Maria Eugenia. Consejo Nacional de Investigaciones Científicas y Técnicas. Instituto de Biología y Medicina Experimental. Fundación de Instituto de Biología y Medicina Experimental. Instituto de Biología y Medicina Experimental; Argentina. Universidad de Buenos Aires. Facultad de Ciencias Exactas y Naturales; Argentina
Fil: Shayo, Carina Claudia. Consejo Nacional de Investigaciones Científicas y Técnicas. Instituto de Biología y Medicina Experimental. Fundación de Instituto de Biología y Medicina Experimental. Instituto de Biología y Medicina Experimental; Argentina
Fil: Davio, Carlos Alberto. Consejo Nacional de Investigaciones Científicas y Técnicas; Argentina. Universidad de Buenos Aires. Facultad de Ciencias Exactas y Naturales; Argentina
Fil: Debenedetti, Silvia Laura. Universidad Nacional de La Plata. Facultad de Ciencias Exactas; Argentina
Fil: De Kimpe, Norbert. University of Ghent; Bélgica - Materia
-
Coumarins
Total Synthesis
Wittig Reaction - Nivel de accesibilidad
- acceso abierto
- Condiciones de uso
- https://creativecommons.org/licenses/by-nc-nd/2.5/ar/
- Repositorio
- Institución
- Consejo Nacional de Investigaciones Científicas y Técnicas
- OAI Identificador
- oai:ri.conicet.gov.ar:11336/25751
Ver los metadatos del registro completo
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Total synthesis of naturally occurring 5,6,7- and 5,7,8-trioxygenated coumarinsMaes, DominickRiveiro, Maria EugeniaShayo, Carina ClaudiaDavio, Carlos AlbertoDebenedetti, Silvia LauraDe Kimpe, NorbertCoumarinsTotal SynthesisWittig ReactionThe synthesis of five naturally occurring polyoxygenated coumarins is described. It concerns two 5,6,7-trioxygenated coumarins, i.e., 6-hydroxy-5,7-dimethoxycoumarin (fraxinol) 1 and 5,6,7-trimethoxycoumarin 2, and three 5,7,8-trioxygenated coumarins, i.e., 8-hydroxy-5,7-dimethoxycoumarin (leptodactylone) 3, 5,7,8-trimethoxycoumarin 4 and 8-(3-methyl-2-butenyloxy)-5,7-dimethoxycoumarin (artanin) 5. Key feature of the synthetic pathway is the synthesis of suitable tetraoxygenated benzaldehydes, which are then converted to the corresponding coumarins via a Wittig reaction.Fil: Maes, Dominick. University of Ghent; BélgicaFil: Riveiro, Maria Eugenia. Consejo Nacional de Investigaciones Científicas y Técnicas. Instituto de Biología y Medicina Experimental. Fundación de Instituto de Biología y Medicina Experimental. Instituto de Biología y Medicina Experimental; Argentina. Universidad de Buenos Aires. Facultad de Ciencias Exactas y Naturales; ArgentinaFil: Shayo, Carina Claudia. Consejo Nacional de Investigaciones Científicas y Técnicas. Instituto de Biología y Medicina Experimental. Fundación de Instituto de Biología y Medicina Experimental. Instituto de Biología y Medicina Experimental; ArgentinaFil: Davio, Carlos Alberto. Consejo Nacional de Investigaciones Científicas y Técnicas; Argentina. Universidad de Buenos Aires. Facultad de Ciencias Exactas y Naturales; ArgentinaFil: Debenedetti, Silvia Laura. Universidad Nacional de La Plata. Facultad de Ciencias Exactas; ArgentinaFil: De Kimpe, Norbert. University of Ghent; BélgicaElsevier2008info:eu-repo/semantics/articleinfo:eu-repo/semantics/publishedVersionhttp://purl.org/coar/resource_type/c_6501info:ar-repo/semantics/articuloapplication/pdfapplication/pdfapplication/pdfapplication/pdfapplication/pdfhttp://hdl.handle.net/11336/25751Maes, Dominick; Riveiro, Maria Eugenia; Shayo, Carina Claudia; Davio, Carlos Alberto; Debenedetti, Silvia Laura; et al.; Total synthesis of naturally occurring 5,6,7- and 5,7,8-trioxygenated coumarins; Elsevier; Tetrahedron; 64; 19; -1-2008; 4438-44430040-40200040-4020CONICET DigitalCONICETenginfo:eu-repo/semantics/altIdentifier/url/http://www.sciencedirect.com/science/article/pii/S0040402008003074info:eu-repo/semantics/altIdentifier/doi/10.1016/j.tet.2008.02.059info:eu-repo/semantics/openAccesshttps://creativecommons.org/licenses/by-nc-nd/2.5/ar/reponame:CONICET Digital (CONICET)instname:Consejo Nacional de Investigaciones Científicas y Técnicas2025-09-29T10:00:53Zoai:ri.conicet.gov.ar:11336/25751instacron: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:34982025-09-29 10:00:53.742CONICET Digital (CONICET) - Consejo Nacional de Investigaciones Científicas y Técnicasfalse |
dc.title.none.fl_str_mv |
Total synthesis of naturally occurring 5,6,7- and 5,7,8-trioxygenated coumarins |
title |
Total synthesis of naturally occurring 5,6,7- and 5,7,8-trioxygenated coumarins |
spellingShingle |
Total synthesis of naturally occurring 5,6,7- and 5,7,8-trioxygenated coumarins Maes, Dominick Coumarins Total Synthesis Wittig Reaction |
title_short |
Total synthesis of naturally occurring 5,6,7- and 5,7,8-trioxygenated coumarins |
title_full |
Total synthesis of naturally occurring 5,6,7- and 5,7,8-trioxygenated coumarins |
title_fullStr |
Total synthesis of naturally occurring 5,6,7- and 5,7,8-trioxygenated coumarins |
title_full_unstemmed |
Total synthesis of naturally occurring 5,6,7- and 5,7,8-trioxygenated coumarins |
title_sort |
Total synthesis of naturally occurring 5,6,7- and 5,7,8-trioxygenated coumarins |
dc.creator.none.fl_str_mv |
Maes, Dominick Riveiro, Maria Eugenia Shayo, Carina Claudia Davio, Carlos Alberto Debenedetti, Silvia Laura De Kimpe, Norbert |
author |
Maes, Dominick |
author_facet |
Maes, Dominick Riveiro, Maria Eugenia Shayo, Carina Claudia Davio, Carlos Alberto Debenedetti, Silvia Laura De Kimpe, Norbert |
author_role |
author |
author2 |
Riveiro, Maria Eugenia Shayo, Carina Claudia Davio, Carlos Alberto Debenedetti, Silvia Laura De Kimpe, Norbert |
author2_role |
author author author author author |
dc.subject.none.fl_str_mv |
Coumarins Total Synthesis Wittig Reaction |
topic |
Coumarins Total Synthesis Wittig Reaction |
dc.description.none.fl_txt_mv |
The synthesis of five naturally occurring polyoxygenated coumarins is described. It concerns two 5,6,7-trioxygenated coumarins, i.e., 6-hydroxy-5,7-dimethoxycoumarin (fraxinol) 1 and 5,6,7-trimethoxycoumarin 2, and three 5,7,8-trioxygenated coumarins, i.e., 8-hydroxy-5,7-dimethoxycoumarin (leptodactylone) 3, 5,7,8-trimethoxycoumarin 4 and 8-(3-methyl-2-butenyloxy)-5,7-dimethoxycoumarin (artanin) 5. Key feature of the synthetic pathway is the synthesis of suitable tetraoxygenated benzaldehydes, which are then converted to the corresponding coumarins via a Wittig reaction. Fil: Maes, Dominick. University of Ghent; Bélgica Fil: Riveiro, Maria Eugenia. Consejo Nacional de Investigaciones Científicas y Técnicas. Instituto de Biología y Medicina Experimental. Fundación de Instituto de Biología y Medicina Experimental. Instituto de Biología y Medicina Experimental; Argentina. Universidad de Buenos Aires. Facultad de Ciencias Exactas y Naturales; Argentina Fil: Shayo, Carina Claudia. Consejo Nacional de Investigaciones Científicas y Técnicas. Instituto de Biología y Medicina Experimental. Fundación de Instituto de Biología y Medicina Experimental. Instituto de Biología y Medicina Experimental; Argentina Fil: Davio, Carlos Alberto. Consejo Nacional de Investigaciones Científicas y Técnicas; Argentina. Universidad de Buenos Aires. Facultad de Ciencias Exactas y Naturales; Argentina Fil: Debenedetti, Silvia Laura. Universidad Nacional de La Plata. Facultad de Ciencias Exactas; Argentina Fil: De Kimpe, Norbert. University of Ghent; Bélgica |
description |
The synthesis of five naturally occurring polyoxygenated coumarins is described. It concerns two 5,6,7-trioxygenated coumarins, i.e., 6-hydroxy-5,7-dimethoxycoumarin (fraxinol) 1 and 5,6,7-trimethoxycoumarin 2, and three 5,7,8-trioxygenated coumarins, i.e., 8-hydroxy-5,7-dimethoxycoumarin (leptodactylone) 3, 5,7,8-trimethoxycoumarin 4 and 8-(3-methyl-2-butenyloxy)-5,7-dimethoxycoumarin (artanin) 5. Key feature of the synthetic pathway is the synthesis of suitable tetraoxygenated benzaldehydes, which are then converted to the corresponding coumarins via a Wittig reaction. |
publishDate |
2008 |
dc.date.none.fl_str_mv |
2008 |
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/11336/25751 Maes, Dominick; Riveiro, Maria Eugenia; Shayo, Carina Claudia; Davio, Carlos Alberto; Debenedetti, Silvia Laura; et al.; Total synthesis of naturally occurring 5,6,7- and 5,7,8-trioxygenated coumarins; Elsevier; Tetrahedron; 64; 19; -1-2008; 4438-4443 0040-4020 0040-4020 CONICET Digital CONICET |
url |
http://hdl.handle.net/11336/25751 |
identifier_str_mv |
Maes, Dominick; Riveiro, Maria Eugenia; Shayo, Carina Claudia; Davio, Carlos Alberto; Debenedetti, Silvia Laura; et al.; Total synthesis of naturally occurring 5,6,7- and 5,7,8-trioxygenated coumarins; Elsevier; Tetrahedron; 64; 19; -1-2008; 4438-4443 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/S0040402008003074 info:eu-repo/semantics/altIdentifier/doi/10.1016/j.tet.2008.02.059 |
dc.rights.none.fl_str_mv |
info:eu-repo/semantics/openAccess https://creativecommons.org/licenses/by-nc-nd/2.5/ar/ |
eu_rights_str_mv |
openAccess |
rights_invalid_str_mv |
https://creativecommons.org/licenses/by-nc-nd/2.5/ar/ |
dc.format.none.fl_str_mv |
application/pdf application/pdf application/pdf 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) |
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CONICET Digital (CONICET) |
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Consejo Nacional de Investigaciones Científicas y Técnicas |
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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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1844613795515727872 |
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13.070432 |