Asymmetric metal free β-boration of α,β-unsaturated imines assisted by (S)-MeBoPhoz

<div class="page" title="Page 1"> <div class="layoutArea"> <div class="column"> <p> <span style="font-size: 8.000000pt; font-family: 'AdvOT2c8ce45a'">The adduct [MeO </span><span style="font-size:...

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Authors: La Cascia, Enrico, Sanz, Xavier, Bo, Carles, Whiting,Andrew, Fernandez, Elena
Format: article
Publication Date:2015
Country:España
Institution:Varias* (Consorci de Biblioteques Universitáries de Catalunya, Centre de Serveis Científics i Acadèmics de Catalunya)
Repository:Recercat. Dipósit de la Recerca de Catalunya
OAI Identifier:oai:recercat.cat:2072/305941
Online Access:http://hdl.handle.net/2072/305941
https://doi.org/10.1039/C4OB02478H
Access Level:Open access
Keyword:DFT
mechanism
borylation
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spelling Asymmetric metal free β-boration of α,β-unsaturated imines assisted by (S)-MeBoPhozLa Cascia, EnricoSanz, XavierBo, CarlesWhiting,AndrewFernandez, ElenaDFTmechanismborylation<div class="page" title="Page 1"> <div class="layoutArea"> <div class="column"> <p> <span style="font-size: 8.000000pt; font-family: 'AdvOT2c8ce45a'">The adduct [MeO </span><span style="font-size: 8.000000pt; font-family: 'AdvOT8b40f9c2.B+21'">&rarr; </span><span style="font-size: 8.000000pt; font-family: 'AdvOT2c8ce45a'">Bpin</span><span style="font-size: 8.000000pt; font-family: 'AdvOT2c8ce45a+20'">&ndash;</span><span style="font-size: 8.000000pt; font-family: 'AdvOT2c8ce45a'">Bpin]</span><span style="font-size: 6.000000pt; font-family: 'AdvOT8b40f9c2.B+22'; vertical-align: 4.000000pt">&minus; </span><span style="font-size: 8.000000pt; font-family: 'AdvOT2c8ce45a'">e</span><span style="font-size: 8.000000pt; font-family: 'AdvOT2c8ce45a+fb'">ffi</span><span style="font-size: 8.000000pt; font-family: 'AdvOT2c8ce45a'">ciently mediates the </span><span style="font-size: 8.000000pt; font-family: 'AdvOT8b40f9c2.B+03'">&beta;</span><span style="font-size: 8.000000pt; font-family: 'AdvOT2c8ce45a'">-bora- tion of </span><span style="font-size: 8.000000pt; font-family: 'AdvOT8b40f9c2.B+03'">&alpha;</span><span style="font-size: 8.000000pt; font-family: 'AdvOT2c8ce45a'">,</span><span style="font-size: 8.000000pt; font-family: 'AdvOT8b40f9c2.B+03'">&beta;</span><span style="font-size: 8.000000pt; font-family: 'AdvOT2c8ce45a'">-unsaturated imines formed </span><span style="font-size: 8.000000pt; font-family: 'AdvOT6374a7c9.BI'">in situ</span><span style="font-size: 8.000000pt; font-family: 'AdvOT2c8ce45a'">. The use of chiral phosphines as additives, and in particular the chiral phosphine (</span><span style="font-size: 8.000000pt; font-family: 'AdvOT6374a7c9.BI'">S</span><span style="font-size: 8.000000pt; font-family: 'AdvOT2c8ce45a'">)- MeBoPhoz, enables the catalytic asymmetric reaction to proceed with higher enantioselectivity than the analogue copper(</span><span style="font-size: 6.000000pt; font-family: 'AdvOT2c8ce45a'">I</span><span style="font-size: 8.000000pt; font-family: 'AdvOT2c8ce45a'">) mediated reaction. </span></p> </div> </div> </div> <p> &nbsp;</p>The Royal Society of Chemistry2015info:eu-repo/semantics/articleapplication/pdfhttp://hdl.handle.net/2072/305941https://doi.org/10.1039/C4OB02478HRECERCAT (Dipòsit de la Recerca de Catalunya)reponame:Recercat. Dipósit de la Recerca de Catalunyainstname:Varias* (Consorci de Biblioteques Universitáries de Catalunya, Centre de Serveis Científics i Acadèmics de Catalunya)InglésMINECOI+D+I Severo Ochoa Excellence Accreditation 2014–2018Org Biomol ChemCTQ2014-52824-RSEV-2013-0319info:eu-repo/semantics/openAccessoai:recercat.cat:2072/3059412026-05-29T05:05:01Z
dc.title.none.fl_str_mv Asymmetric metal free β-boration of α,β-unsaturated imines assisted by (S)-MeBoPhoz
title Asymmetric metal free β-boration of α,β-unsaturated imines assisted by (S)-MeBoPhoz
spellingShingle Asymmetric metal free β-boration of α,β-unsaturated imines assisted by (S)-MeBoPhoz
La Cascia, Enrico
DFT
mechanism
borylation
title_short Asymmetric metal free β-boration of α,β-unsaturated imines assisted by (S)-MeBoPhoz
title_full Asymmetric metal free β-boration of α,β-unsaturated imines assisted by (S)-MeBoPhoz
title_fullStr Asymmetric metal free β-boration of α,β-unsaturated imines assisted by (S)-MeBoPhoz
title_full_unstemmed Asymmetric metal free β-boration of α,β-unsaturated imines assisted by (S)-MeBoPhoz
title_sort Asymmetric metal free β-boration of α,β-unsaturated imines assisted by (S)-MeBoPhoz
dc.creator.none.fl_str_mv La Cascia, Enrico
Sanz, Xavier
Bo, Carles
Whiting,Andrew
Fernandez, Elena
author La Cascia, Enrico
author_facet La Cascia, Enrico
Sanz, Xavier
Bo, Carles
Whiting,Andrew
Fernandez, Elena
author_role author
author2 Sanz, Xavier
Bo, Carles
Whiting,Andrew
Fernandez, Elena
author2_role author
author
author
author
dc.subject.none.fl_str_mv DFT
mechanism
borylation
topic DFT
mechanism
borylation
description <div class="page" title="Page 1"> <div class="layoutArea"> <div class="column"> <p> <span style="font-size: 8.000000pt; font-family: 'AdvOT2c8ce45a'">The adduct [MeO </span><span style="font-size: 8.000000pt; font-family: 'AdvOT8b40f9c2.B+21'">&rarr; </span><span style="font-size: 8.000000pt; font-family: 'AdvOT2c8ce45a'">Bpin</span><span style="font-size: 8.000000pt; font-family: 'AdvOT2c8ce45a+20'">&ndash;</span><span style="font-size: 8.000000pt; font-family: 'AdvOT2c8ce45a'">Bpin]</span><span style="font-size: 6.000000pt; font-family: 'AdvOT8b40f9c2.B+22'; vertical-align: 4.000000pt">&minus; </span><span style="font-size: 8.000000pt; font-family: 'AdvOT2c8ce45a'">e</span><span style="font-size: 8.000000pt; font-family: 'AdvOT2c8ce45a+fb'">ffi</span><span style="font-size: 8.000000pt; font-family: 'AdvOT2c8ce45a'">ciently mediates the </span><span style="font-size: 8.000000pt; font-family: 'AdvOT8b40f9c2.B+03'">&beta;</span><span style="font-size: 8.000000pt; font-family: 'AdvOT2c8ce45a'">-bora- tion of </span><span style="font-size: 8.000000pt; font-family: 'AdvOT8b40f9c2.B+03'">&alpha;</span><span style="font-size: 8.000000pt; font-family: 'AdvOT2c8ce45a'">,</span><span style="font-size: 8.000000pt; font-family: 'AdvOT8b40f9c2.B+03'">&beta;</span><span style="font-size: 8.000000pt; font-family: 'AdvOT2c8ce45a'">-unsaturated imines formed </span><span style="font-size: 8.000000pt; font-family: 'AdvOT6374a7c9.BI'">in situ</span><span style="font-size: 8.000000pt; font-family: 'AdvOT2c8ce45a'">. The use of chiral phosphines as additives, and in particular the chiral phosphine (</span><span style="font-size: 8.000000pt; font-family: 'AdvOT6374a7c9.BI'">S</span><span style="font-size: 8.000000pt; font-family: 'AdvOT2c8ce45a'">)- MeBoPhoz, enables the catalytic asymmetric reaction to proceed with higher enantioselectivity than the analogue copper(</span><span style="font-size: 6.000000pt; font-family: 'AdvOT2c8ce45a'">I</span><span style="font-size: 8.000000pt; font-family: 'AdvOT2c8ce45a'">) mediated reaction. </span></p> </div> </div> </div> <p> &nbsp;</p>
publishDate 2015
dc.date.none.fl_str_mv 2015
dc.type.none.fl_str_mv info:eu-repo/semantics/article
format article
dc.identifier.none.fl_str_mv http://hdl.handle.net/2072/305941
https://doi.org/10.1039/C4OB02478H
url http://hdl.handle.net/2072/305941
https://doi.org/10.1039/C4OB02478H
dc.language.none.fl_str_mv Inglés
language_invalid_str_mv Inglés
dc.relation.none.fl_str_mv MINECO
I+D+I Severo Ochoa Excellence Accreditation 2014–2018
Org Biomol Chem
CTQ2014-52824-R
SEV-2013-0319
dc.rights.none.fl_str_mv info:eu-repo/semantics/openAccess
eu_rights_str_mv openAccess
dc.format.none.fl_str_mv application/pdf
dc.publisher.none.fl_str_mv The Royal Society of Chemistry
publisher.none.fl_str_mv The Royal Society of Chemistry
dc.source.none.fl_str_mv RECERCAT (Dipòsit de la Recerca de Catalunya)
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
_version_ 1869408265345957888
score 15,812429

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