Recent applications of the Horner-Wadsworth-Emmons reaction to the synthesis of natural products

Autores
Bisceglia, Juan Angel; Orelli, Liliana Raquel
Año de publicación
2012
Idioma
inglés
Tipo de recurso
artículo
Estado
versión publicada
Descripción
The Horner-Wadsworth-Emmons reaction has evolved in the last years as one of the most powerful and reliable method for stereo controlled olefin synthesis. The reaction has become a widespread standard tool in natural products total syntheses, providing access to relatively simple as well as highly complex synthetic targets. In this work we present the most representative applications within the field of natural product synthesis from 2000 to the present year. The examples comprise the synthesis of macrocycles, 5 to 7 membered rings, lipids and related compounds, alkaloids and cyclic ethers. They were chosen from a large amount of literature reports and illustrate the use of the HWE reaction in the synthesis and elaboration of key intermediates and in the crucial assembly of highly functionalized synthetic precursors.
Fil: Bisceglia, Juan Angel. Universidad de Buenos Aires. Facultad de Farmacia y Bioquímica. Departamento de Química Orgánica; Argentina. Consejo Nacional de Investigaciones Científicas y Técnicas. Oficina de Coordinación Administrativa Houssay; Argentina
Fil: Orelli, Liliana Raquel. Universidad de Buenos Aires. Facultad de Farmacia y Bioquímica. Departamento de Química Orgánica; Argentina. Consejo Nacional de Investigaciones Científicas y Técnicas. Oficina de Coordinación Administrativa Houssay; Argentina
Materia
Α,Β-UNSATURATED CARBONYL COMPOUNDS
CARBONYL OLEFINATIONS
HORNER-WADSWORTH-EMMONS (HWE) REACTION
NATURAL PRODUCTS
STABILIZED PHOSPHONATE CARBANIONS
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:11336/198365
Acceder
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network_acronym_str CONICETDig
repository_id_str 3498
network_name_str CONICET Digital (CONICET)
spelling Recent applications of the Horner-Wadsworth-Emmons reaction to the synthesis of natural productsBisceglia, Juan AngelOrelli, Liliana RaquelΑ,Β-UNSATURATED CARBONYL COMPOUNDSCARBONYL OLEFINATIONSHORNER-WADSWORTH-EMMONS (HWE) REACTIONNATURAL PRODUCTSSTABILIZED PHOSPHONATE CARBANIONSTOTAL SYNTHESIShttps://purl.org/becyt/ford/1.4https://purl.org/becyt/ford/1The Horner-Wadsworth-Emmons reaction has evolved in the last years as one of the most powerful and reliable method for stereo controlled olefin synthesis. The reaction has become a widespread standard tool in natural products total syntheses, providing access to relatively simple as well as highly complex synthetic targets. In this work we present the most representative applications within the field of natural product synthesis from 2000 to the present year. The examples comprise the synthesis of macrocycles, 5 to 7 membered rings, lipids and related compounds, alkaloids and cyclic ethers. They were chosen from a large amount of literature reports and illustrate the use of the HWE reaction in the synthesis and elaboration of key intermediates and in the crucial assembly of highly functionalized synthetic precursors.Fil: Bisceglia, Juan Angel. Universidad de Buenos Aires. Facultad de Farmacia y Bioquímica. Departamento de Química Orgánica; Argentina. Consejo Nacional de Investigaciones Científicas y Técnicas. Oficina de Coordinación Administrativa Houssay; ArgentinaFil: Orelli, Liliana Raquel. Universidad de Buenos Aires. Facultad de Farmacia y Bioquímica. Departamento de Química Orgánica; Argentina. Consejo Nacional de Investigaciones Científicas y Técnicas. Oficina de Coordinación Administrativa Houssay; ArgentinaBentham Science Publishers2012-10info:eu-repo/semantics/articleinfo:eu-repo/semantics/publishedVersionhttp://purl.org/coar/resource_type/c_6501info:ar-repo/semantics/articuloapplication/pdfapplication/pdfapplication/pdfapplication/pdfhttp://hdl.handle.net/11336/198365Bisceglia, Juan Angel; Orelli, Liliana Raquel; Recent applications of the Horner-Wadsworth-Emmons reaction to the synthesis of natural products; Bentham Science Publishers; Current Organic Chemistry; 16; 19; 10-2012; 2206-22301385-2728CONICET DigitalCONICETenginfo:eu-repo/semantics/altIdentifier/url/https://www.eurekaselect.com/article/46585info:eu-repo/semantics/altIdentifier/doi/10.2174/138527212803520227info:eu-repo/semantics/openAccesshttps://creativecommons.org/licenses/by-nc-sa/2.5/ar/reponame:CONICET Digital (CONICET)instname:Consejo Nacional de Investigaciones Científicas y Técnicas2025-09-29T09:37:50Zoai:ri.conicet.gov.ar:11336/198365instacron: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 09:37:50.606CONICET Digital (CONICET) - Consejo Nacional de Investigaciones Científicas y Técnicasfalse
dc.title.none.fl_str_mv Recent applications of the Horner-Wadsworth-Emmons reaction to the synthesis of natural products
title Recent applications of the Horner-Wadsworth-Emmons reaction to the synthesis of natural products
spellingShingle Recent applications of the Horner-Wadsworth-Emmons reaction to the synthesis of natural products
Bisceglia, Juan Angel
Α,Β-UNSATURATED CARBONYL COMPOUNDS
CARBONYL OLEFINATIONS
HORNER-WADSWORTH-EMMONS (HWE) REACTION
NATURAL PRODUCTS
STABILIZED PHOSPHONATE CARBANIONS
TOTAL SYNTHESIS
title_short Recent applications of the Horner-Wadsworth-Emmons reaction to the synthesis of natural products
title_full Recent applications of the Horner-Wadsworth-Emmons reaction to the synthesis of natural products
title_fullStr Recent applications of the Horner-Wadsworth-Emmons reaction to the synthesis of natural products
title_full_unstemmed Recent applications of the Horner-Wadsworth-Emmons reaction to the synthesis of natural products
title_sort Recent applications of the Horner-Wadsworth-Emmons reaction to the synthesis of natural products
dc.creator.none.fl_str_mv Bisceglia, Juan Angel
Orelli, Liliana Raquel
author Bisceglia, Juan Angel
author_facet Bisceglia, Juan Angel
Orelli, Liliana Raquel
author_role author
author2 Orelli, Liliana Raquel
author2_role author
dc.subject.none.fl_str_mv Α,Β-UNSATURATED CARBONYL COMPOUNDS
CARBONYL OLEFINATIONS
HORNER-WADSWORTH-EMMONS (HWE) REACTION
NATURAL PRODUCTS
STABILIZED PHOSPHONATE CARBANIONS
TOTAL SYNTHESIS
topic Α,Β-UNSATURATED CARBONYL COMPOUNDS
CARBONYL OLEFINATIONS
HORNER-WADSWORTH-EMMONS (HWE) REACTION
NATURAL PRODUCTS
STABILIZED PHOSPHONATE CARBANIONS
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 The Horner-Wadsworth-Emmons reaction has evolved in the last years as one of the most powerful and reliable method for stereo controlled olefin synthesis. The reaction has become a widespread standard tool in natural products total syntheses, providing access to relatively simple as well as highly complex synthetic targets. In this work we present the most representative applications within the field of natural product synthesis from 2000 to the present year. The examples comprise the synthesis of macrocycles, 5 to 7 membered rings, lipids and related compounds, alkaloids and cyclic ethers. They were chosen from a large amount of literature reports and illustrate the use of the HWE reaction in the synthesis and elaboration of key intermediates and in the crucial assembly of highly functionalized synthetic precursors.
Fil: Bisceglia, Juan Angel. Universidad de Buenos Aires. Facultad de Farmacia y Bioquímica. Departamento de Química Orgánica; Argentina. Consejo Nacional de Investigaciones Científicas y Técnicas. Oficina de Coordinación Administrativa Houssay; Argentina
Fil: Orelli, Liliana Raquel. Universidad de Buenos Aires. Facultad de Farmacia y Bioquímica. Departamento de Química Orgánica; Argentina. Consejo Nacional de Investigaciones Científicas y Técnicas. Oficina de Coordinación Administrativa Houssay; Argentina
description The Horner-Wadsworth-Emmons reaction has evolved in the last years as one of the most powerful and reliable method for stereo controlled olefin synthesis. The reaction has become a widespread standard tool in natural products total syntheses, providing access to relatively simple as well as highly complex synthetic targets. In this work we present the most representative applications within the field of natural product synthesis from 2000 to the present year. The examples comprise the synthesis of macrocycles, 5 to 7 membered rings, lipids and related compounds, alkaloids and cyclic ethers. They were chosen from a large amount of literature reports and illustrate the use of the HWE reaction in the synthesis and elaboration of key intermediates and in the crucial assembly of highly functionalized synthetic precursors.
publishDate 2012
dc.date.none.fl_str_mv 2012-10
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/11336/198365
Bisceglia, Juan Angel; Orelli, Liliana Raquel; Recent applications of the Horner-Wadsworth-Emmons reaction to the synthesis of natural products; Bentham Science Publishers; Current Organic Chemistry; 16; 19; 10-2012; 2206-2230
1385-2728
CONICET Digital
CONICET
url http://hdl.handle.net/11336/198365
identifier_str_mv Bisceglia, Juan Angel; Orelli, Liliana Raquel; Recent applications of the Horner-Wadsworth-Emmons reaction to the synthesis of natural products; Bentham Science Publishers; Current Organic Chemistry; 16; 19; 10-2012; 2206-2230
1385-2728
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.eurekaselect.com/article/46585
info:eu-repo/semantics/altIdentifier/doi/10.2174/138527212803520227
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
application/pdf
dc.publisher.none.fl_str_mv Bentham Science Publishers
publisher.none.fl_str_mv Bentham Science Publishers
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 13.070432

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