An enantioselective synthetic route to cis-2,4-disubstituted and 2,4-bridged piperidines

A synthetic route to enantiopure cis-2,4-disubstituted and 2,4-bridged piperidines is reported, the key step being a stereoselective conjugate addition of an organocuprate to a phenylglycinol-derived unsaturated lactam bearing a substituent at the 8a-position.

Detalles Bibliográficos
Autores: Amat Tusón, Mercedes, Pérez Bosch, Maria, Minaglia, Annamaria Tania, Bosch Cartes, Joan
Tipo de recurso: artículo
Estado:Versión aceptada para publicación
Fecha de publicación:2008
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:2445/36346
Acceso en línea:https://hdl.handle.net/2445/36346
Access Level:acceso abierto
Palabra clave:Compostos organometàl·lics
Coure
Síntesi orgànica
Lactames
Organometallic compounds
Copper
Synthetic organic chemistry
Lactams
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spelling An enantioselective synthetic route to cis-2,4-disubstituted and 2,4-bridged piperidinesAmat Tusón, MercedesPérez Bosch, MariaMinaglia, Annamaria TaniaBosch Cartes, JoanCompostos organometàl·licsCoureSíntesi orgànicaLactamesOrganometallic compoundsCopperSynthetic organic chemistryLactamsA synthetic route to enantiopure cis-2,4-disubstituted and 2,4-bridged piperidines is reported, the key step being a stereoselective conjugate addition of an organocuprate to a phenylglycinol-derived unsaturated lactam bearing a substituent at the 8a-position.American Chemical Society2013201320082013info:eu-repo/semantics/articleinfo:eu-repo/semantics/acceptedVersion4 p.application/pdfhttps://hdl.handle.net/2445/36346Articles 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: http://dx.doi.org/10.1021/jo801172bJournal of Organic Chemistry, 2008, vol. 73, num. 17, p. 6920-6923http://dx.doi.org/10.1021/jo801172b(c) American Chemical Society , 2008info:eu-repo/semantics/openAccessoai:recercat.cat:2445/363462026-05-29T05:05:01Z
dc.title.none.fl_str_mv An enantioselective synthetic route to cis-2,4-disubstituted and 2,4-bridged piperidines
title An enantioselective synthetic route to cis-2,4-disubstituted and 2,4-bridged piperidines
spellingShingle An enantioselective synthetic route to cis-2,4-disubstituted and 2,4-bridged piperidines
Amat Tusón, Mercedes
Compostos organometàl·lics
Coure
Síntesi orgànica
Lactames
Organometallic compounds
Copper
Synthetic organic chemistry
Lactams
title_short An enantioselective synthetic route to cis-2,4-disubstituted and 2,4-bridged piperidines
title_full An enantioselective synthetic route to cis-2,4-disubstituted and 2,4-bridged piperidines
title_fullStr An enantioselective synthetic route to cis-2,4-disubstituted and 2,4-bridged piperidines
title_full_unstemmed An enantioselective synthetic route to cis-2,4-disubstituted and 2,4-bridged piperidines
title_sort An enantioselective synthetic route to cis-2,4-disubstituted and 2,4-bridged piperidines
dc.creator.none.fl_str_mv Amat Tusón, Mercedes
Pérez Bosch, Maria
Minaglia, Annamaria Tania
Bosch Cartes, Joan
author Amat Tusón, Mercedes
author_facet Amat Tusón, Mercedes
Pérez Bosch, Maria
Minaglia, Annamaria Tania
Bosch Cartes, Joan
author_role author
author2 Pérez Bosch, Maria
Minaglia, Annamaria Tania
Bosch Cartes, Joan
author2_role author
author
author
dc.subject.none.fl_str_mv Compostos organometàl·lics
Coure
Síntesi orgànica
Lactames
Organometallic compounds
Copper
Synthetic organic chemistry
Lactams
topic Compostos organometàl·lics
Coure
Síntesi orgànica
Lactames
Organometallic compounds
Copper
Synthetic organic chemistry
Lactams
description A synthetic route to enantiopure cis-2,4-disubstituted and 2,4-bridged piperidines is reported, the key step being a stereoselective conjugate addition of an organocuprate to a phenylglycinol-derived unsaturated lactam bearing a substituent at the 8a-position.
publishDate 2008
dc.date.none.fl_str_mv 2008
2013
2013
2013
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/2445/36346
url https://hdl.handle.net/2445/36346
dc.language.none.fl_str_mv Inglés
language_invalid_str_mv Inglés
dc.relation.none.fl_str_mv Versió postprint del document publicat a: http://dx.doi.org/10.1021/jo801172b
Journal of Organic Chemistry, 2008, vol. 73, num. 17, p. 6920-6923
http://dx.doi.org/10.1021/jo801172b
dc.rights.none.fl_str_mv (c) American Chemical Society , 2008
info:eu-repo/semantics/openAccess
rights_invalid_str_mv (c) American Chemical Society , 2008
eu_rights_str_mv openAccess
dc.format.none.fl_str_mv 4 p.
application/pdf
dc.publisher.none.fl_str_mv American Chemical Society
publisher.none.fl_str_mv American Chemical Society
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