Stereoselective titanium-mediated aldol reactions of a chiral lactate-derived ethyl ketone with ketones

Aldol reactions of titanium enolates of lactate-derived ethyl ketone 1 with other ketones proceed in a very efficient and stereocontrolled manner provided that a further equivalent of TiCl4 is added to the reacting mixture. The scope of these reactions encompasses simple ketones such as acetone or c...

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Detalhes bibliográficos
Autores: Alcoberro, S., Gómez-Palomino, A., Solà, R., Romea, Pedro, Urpí Tubella, Fèlix, Font Bardia, Ma. Mercedes
Formato: artículo
Estado:Versión aceptada para publicación
Fecha de publicación:2014
País:España
Recursos:Universidad de Barcelona
Repositorio:Dipòsit Digital de la UB
OAI Identifier:oai:diposit.ub.edu:2445/165284
Acesso em linha:https://hdl.handle.net/2445/165284
Access Level:acceso abierto
Palavra-chave:Cetones
Reaccions d'addició
Compostos orgànics
Acetoacetat d'etil
Ketones
Addition reactions
Organic compounds
Ethyl acetate
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spelling Stereoselective titanium-mediated aldol reactions of a chiral lactate-derived ethyl ketone with ketonesAlcoberro, S.Gómez-Palomino, A.Solà, R.Romea, PedroUrpí Tubella, FèlixFont Bardia, Ma. MercedesCetonesReaccions d'addicióCompostos orgànicsAcetoacetat d'etilKetonesAddition reactionsOrganic compoundsEthyl acetateAldol reactions of titanium enolates of lactate-derived ethyl ketone 1 with other ketones proceed in a very efficient and stereocontrolled manner provided that a further equivalent of TiCl4 is added to the reacting mixture. The scope of these reactions encompasses simple ketones such as acetone or cyclohexanone as well as other ketones that contain potential chelating groups such as pyruvate esters or α- and β-hydroxy ketones.American Chemical Society2014info:eu-repo/semantics/articleinfo:eu-repo/semantics/acceptedVersionapplication/pdfhttps://hdl.handle.net/2445/165284Articles publicats en revistes (Mineralogia, Petrologia i Geologia Aplicada)reponame:Dipòsit Digital de la UBinstname:Universidad de BarcelonaInglésVersió postprint del document publicat a: https://doi.org/10.1021/ol403461bOrganic Letters, 2014, vol. 16, num. 2, p. 584-587https://doi.org/10.1021/ol403461b(c) American Chemical Society , 2014info:eu-repo/semantics/openAccessoai:diposit.ub.edu:2445/1652842026-05-27T06:46:51Z
dc.title.none.fl_str_mv Stereoselective titanium-mediated aldol reactions of a chiral lactate-derived ethyl ketone with ketones
title Stereoselective titanium-mediated aldol reactions of a chiral lactate-derived ethyl ketone with ketones
spellingShingle Stereoselective titanium-mediated aldol reactions of a chiral lactate-derived ethyl ketone with ketones
Alcoberro, S.
Cetones
Reaccions d'addició
Compostos orgànics
Acetoacetat d'etil
Ketones
Addition reactions
Organic compounds
Ethyl acetate
title_short Stereoselective titanium-mediated aldol reactions of a chiral lactate-derived ethyl ketone with ketones
title_full Stereoselective titanium-mediated aldol reactions of a chiral lactate-derived ethyl ketone with ketones
title_fullStr Stereoselective titanium-mediated aldol reactions of a chiral lactate-derived ethyl ketone with ketones
title_full_unstemmed Stereoselective titanium-mediated aldol reactions of a chiral lactate-derived ethyl ketone with ketones
title_sort Stereoselective titanium-mediated aldol reactions of a chiral lactate-derived ethyl ketone with ketones
dc.creator.none.fl_str_mv Alcoberro, S.
Gómez-Palomino, A.
Solà, R.
Romea, Pedro
Urpí Tubella, Fèlix
Font Bardia, Ma. Mercedes
author Alcoberro, S.
author_facet Alcoberro, S.
Gómez-Palomino, A.
Solà, R.
Romea, Pedro
Urpí Tubella, Fèlix
Font Bardia, Ma. Mercedes
author_role author
author2 Gómez-Palomino, A.
Solà, R.
Romea, Pedro
Urpí Tubella, Fèlix
Font Bardia, Ma. Mercedes
author2_role author
author
author
author
author
dc.subject.none.fl_str_mv Cetones
Reaccions d'addició
Compostos orgànics
Acetoacetat d'etil
Ketones
Addition reactions
Organic compounds
Ethyl acetate
topic Cetones
Reaccions d'addició
Compostos orgànics
Acetoacetat d'etil
Ketones
Addition reactions
Organic compounds
Ethyl acetate
description Aldol reactions of titanium enolates of lactate-derived ethyl ketone 1 with other ketones proceed in a very efficient and stereocontrolled manner provided that a further equivalent of TiCl4 is added to the reacting mixture. The scope of these reactions encompasses simple ketones such as acetone or cyclohexanone as well as other ketones that contain potential chelating groups such as pyruvate esters or α- and β-hydroxy ketones.
publishDate 2014
dc.date.none.fl_str_mv 2014
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/2445/165284
url https://hdl.handle.net/2445/165284
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/10.1021/ol403461b
Organic Letters, 2014, vol. 16, num. 2, p. 584-587
https://doi.org/10.1021/ol403461b
dc.rights.none.fl_str_mv (c) American Chemical Society , 2014
info:eu-repo/semantics/openAccess
rights_invalid_str_mv (c) American Chemical Society , 2014
eu_rights_str_mv openAccess
dc.format.none.fl_str_mv 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 (Mineralogia, Petrologia i Geologia Aplicada)
reponame:Dipòsit Digital de la UB
instname:Universidad de Barcelona
instname_str Universidad de Barcelona
reponame_str Dipòsit Digital de la UB
collection Dipòsit Digital de la UB
repository.name.fl_str_mv
repository.mail.fl_str_mv
_version_ 1869411719461208064
score 15.301603

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