Lewis acidic FeCl(3) promoted 2-aza-Cope rearrangement to afford α-substituted homoallylamines in dimethyl carbonate

The iron(iii)-catalyzed efficient strategy for the synthesis of α-substituted homoallylamines was accomplished via a cationic 2-aza-Cope rearrangement of aldimines, generated in situ by condensation of commercially available aldehydes and easily synthesizable 1,1-diphenylhomoallylamines. This reacti...

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Autores principales: Gadde, Karthik, Daelemans, Jonas, Maes, Bert U. W., Abbaspour Tehrani, Kourosch
Formato: Online Artículo Texto
Lenguaje:English
Publicado: The Royal Society of Chemistry 2019
Materias:
Chemistry
Acceso en línea:https://www.ncbi.nlm.nih.gov/pmc/articles/PMC9064679/
https://www.ncbi.nlm.nih.gov/pubmed/35520547
http://dx.doi.org/10.1039/c9ra03277k
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author Gadde, Karthik
Daelemans, Jonas
Maes, Bert U. W.
Abbaspour Tehrani, Kourosch
author_facet Gadde, Karthik
Daelemans, Jonas
Maes, Bert U. W.
Abbaspour Tehrani, Kourosch
author_sort Gadde, Karthik
collection PubMed
description The iron(iii)-catalyzed efficient strategy for the synthesis of α-substituted homoallylamines was accomplished via a cationic 2-aza-Cope rearrangement of aldimines, generated in situ by condensation of commercially available aldehydes and easily synthesizable 1,1-diphenylhomoallylamines. This reaction features a broad substrate scope with high yields and is conducted in an eco-friendly solvent, i.e. dimethyl carbonate.
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spelling pubmed-90646792022-05-04 Lewis acidic FeCl(3) promoted 2-aza-Cope rearrangement to afford α-substituted homoallylamines in dimethyl carbonate Gadde, Karthik Daelemans, Jonas Maes, Bert U. W. Abbaspour Tehrani, Kourosch RSC Adv Chemistry The iron(iii)-catalyzed efficient strategy for the synthesis of α-substituted homoallylamines was accomplished via a cationic 2-aza-Cope rearrangement of aldimines, generated in situ by condensation of commercially available aldehydes and easily synthesizable 1,1-diphenylhomoallylamines. This reaction features a broad substrate scope with high yields and is conducted in an eco-friendly solvent, i.e. dimethyl carbonate. The Royal Society of Chemistry 2019-06-07 /pmc/articles/PMC9064679/ /pubmed/35520547 http://dx.doi.org/10.1039/c9ra03277k Text en This journal is © The Royal Society of Chemistry https://creativecommons.org/licenses/by-nc/3.0/
spellingShingle Chemistry
Gadde, Karthik
Daelemans, Jonas
Maes, Bert U. W.
Abbaspour Tehrani, Kourosch
Lewis acidic FeCl(3) promoted 2-aza-Cope rearrangement to afford α-substituted homoallylamines in dimethyl carbonate
title Lewis acidic FeCl(3) promoted 2-aza-Cope rearrangement to afford α-substituted homoallylamines in dimethyl carbonate
title_full Lewis acidic FeCl(3) promoted 2-aza-Cope rearrangement to afford α-substituted homoallylamines in dimethyl carbonate
title_fullStr Lewis acidic FeCl(3) promoted 2-aza-Cope rearrangement to afford α-substituted homoallylamines in dimethyl carbonate
title_full_unstemmed Lewis acidic FeCl(3) promoted 2-aza-Cope rearrangement to afford α-substituted homoallylamines in dimethyl carbonate
title_short Lewis acidic FeCl(3) promoted 2-aza-Cope rearrangement to afford α-substituted homoallylamines in dimethyl carbonate
title_sort lewis acidic fecl(3) promoted 2-aza-cope rearrangement to afford α-substituted homoallylamines in dimethyl carbonate
topic Chemistry
url https://www.ncbi.nlm.nih.gov/pmc/articles/PMC9064679/
https://www.ncbi.nlm.nih.gov/pubmed/35520547
http://dx.doi.org/10.1039/c9ra03277k
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AT maesbertuw lewisacidicfecl3promoted2azacoperearrangementtoaffordasubstitutedhomoallylaminesindimethylcarbonate
AT abbaspourtehranikourosch lewisacidicfecl3promoted2azacoperearrangementtoaffordasubstitutedhomoallylaminesindimethylcarbonate

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