A gram-scale route to phlegmarine alkaloids: rapid total synthesis of (-)-cermizine B

The synthesis of the Lycopodium alkaloid ( )-cermizine B (1), which establishes its absolute configuration, is achieved by combining asymmetric organocatalysis and an uninterrupted eight-step reaction sequence, followed by a final reduction step. This ''pot-economy'' strategy pro...

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Detalles Bibliográficos
Autores: Bradshaw, Ben, Luque Corredera, Carlos, Bonjoch i Sesé, Josep
Tipo de recurso: artículo
Estado:Versión aceptada para publicación
Fecha de publicación:2014
País:España
Institución:Varias* (Consorci de Biblioteques Universitáries de Catalunya, Centre de Serveis Científics i Acadèmics de Catalunya)
Repositorio:Recercat. Dipósit de la Recerca de Catalunya
OAI Identifier:oai:recercat.cat:2445/225192
Acceso en línea:https://hdl.handle.net/2445/225192
Access Level:acceso abierto
Palabra clave:Medicaments
Alcaloides
Síntesi orgànica
Drugs
Alkaloids
Organic synthesis
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spelling A gram-scale route to phlegmarine alkaloids: rapid total synthesis of (-)-cermizine BBradshaw, BenLuque Corredera, CarlosBonjoch i Sesé, JosepMedicamentsAlcaloidesSíntesi orgànicaDrugsAlkaloidsOrganic synthesisThe synthesis of the Lycopodium alkaloid ( )-cermizine B (1), which establishes its absolute configuration, is achieved by combining asymmetric organocatalysis and an uninterrupted eight-step reaction sequence, followed by a final reduction step. This ''pot-economy'' strategy provides access to the cis-phlegmarine stereo parent embedded in 1 for the first time, rapidly and on a gram-scale.Royal Society of Chemistry2026202620142026info:eu-repo/semantics/articleinfo:eu-repo/semantics/acceptedVersion5 p.application/pdfhttps://hdl.handle.net/2445/225192Articles publicats en revistes (Farmacologia, Toxicologia i Química Terapèutica)reponame:Recercat. Dipósit de la Recerca de Catalunyainstname:Varias* (Consorci de Biblioteques Universitáries de Catalunya, Centre de Serveis Científics i Acadèmics de Catalunya)InglésVersió postprint del document publicat a: https://doi.org/10.1039/c4cc01708kChemical Communications, 2014, vol. 50, p. 7099-7102https://doi.org/10.1039/c4cc01708k(c) Bradshaw, B. et al., 2014info:eu-repo/semantics/openAccessoai:recercat.cat:2445/2251922026-05-29T05:05:01Z
dc.title.none.fl_str_mv A gram-scale route to phlegmarine alkaloids: rapid total synthesis of (-)-cermizine B
title A gram-scale route to phlegmarine alkaloids: rapid total synthesis of (-)-cermizine B
spellingShingle A gram-scale route to phlegmarine alkaloids: rapid total synthesis of (-)-cermizine B
Bradshaw, Ben
Medicaments
Alcaloides
Síntesi orgànica
Drugs
Alkaloids
Organic synthesis
title_short A gram-scale route to phlegmarine alkaloids: rapid total synthesis of (-)-cermizine B
title_full A gram-scale route to phlegmarine alkaloids: rapid total synthesis of (-)-cermizine B
title_fullStr A gram-scale route to phlegmarine alkaloids: rapid total synthesis of (-)-cermizine B
title_full_unstemmed A gram-scale route to phlegmarine alkaloids: rapid total synthesis of (-)-cermizine B
title_sort A gram-scale route to phlegmarine alkaloids: rapid total synthesis of (-)-cermizine B
dc.creator.none.fl_str_mv Bradshaw, Ben
Luque Corredera, Carlos
Bonjoch i Sesé, Josep
author Bradshaw, Ben
author_facet Bradshaw, Ben
Luque Corredera, Carlos
Bonjoch i Sesé, Josep
author_role author
author2 Luque Corredera, Carlos
Bonjoch i Sesé, Josep
author2_role author
author
dc.subject.none.fl_str_mv Medicaments
Alcaloides
Síntesi orgànica
Drugs
Alkaloids
Organic synthesis
topic Medicaments
Alcaloides
Síntesi orgànica
Drugs
Alkaloids
Organic synthesis
description The synthesis of the Lycopodium alkaloid ( )-cermizine B (1), which establishes its absolute configuration, is achieved by combining asymmetric organocatalysis and an uninterrupted eight-step reaction sequence, followed by a final reduction step. This ''pot-economy'' strategy provides access to the cis-phlegmarine stereo parent embedded in 1 for the first time, rapidly and on a gram-scale.
publishDate 2014
dc.date.none.fl_str_mv 2014
2026
2026
2026
dc.type.none.fl_str_mv info:eu-repo/semantics/article
info:eu-repo/semantics/acceptedVersion
format article
status_str acceptedVersion
dc.identifier.none.fl_str_mv https://hdl.handle.net/2445/225192
url https://hdl.handle.net/2445/225192
dc.language.none.fl_str_mv Inglés
language_invalid_str_mv Inglés
dc.relation.none.fl_str_mv Versió postprint del document publicat a: https://doi.org/10.1039/c4cc01708k
Chemical Communications, 2014, vol. 50, p. 7099-7102
https://doi.org/10.1039/c4cc01708k
dc.rights.none.fl_str_mv (c) Bradshaw, B. et al., 2014
info:eu-repo/semantics/openAccess
rights_invalid_str_mv (c) Bradshaw, B. et al., 2014
eu_rights_str_mv openAccess
dc.format.none.fl_str_mv 5 p.
application/pdf
dc.publisher.none.fl_str_mv Royal Society of Chemistry
publisher.none.fl_str_mv Royal Society of Chemistry
dc.source.none.fl_str_mv Articles publicats en revistes (Farmacologia, Toxicologia i Química Terapèutica)
reponame:Recercat. Dipósit de la Recerca de Catalunya
instname:Varias* (Consorci de Biblioteques Universitáries de Catalunya, Centre de Serveis Científics i Acadèmics de Catalunya)
instname_str Varias* (Consorci de Biblioteques Universitáries de Catalunya, Centre de Serveis Científics i Acadèmics de Catalunya)
reponame_str Recercat. Dipósit de la Recerca de Catalunya
collection Recercat. Dipósit de la Recerca de Catalunya
repository.name.fl_str_mv
repository.mail.fl_str_mv
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score 15,811543

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