Enantioselective Michael Addition of 3-Aryl-Substituted Oxindoles to Methyl Vinyl Ketone Catalyzed by a Binaphthyl-Modified Bifunctional Organocatalyst

The enantioselective conjugate addition reaction of 3-aryl-substituted oxindoles with methyl vinyl ketone promoted by binaphthyl-modified bifunctional organocatalysts was investigated. The corresponding Michael adducts, containing a quaternary center at the C3-position of the oxindoles, were general...

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Detalles Bibliográficos
Autores principales: Lee, Hyun Joo, Woo, Saet Byeol, Kim, Dae Young
Formato: Online Artículo Texto
Lenguaje:English
Publicado: MDPI 2012
Materias:
Communication
Acceso en línea:https://www.ncbi.nlm.nih.gov/pmc/articles/PMC6268444/
https://www.ncbi.nlm.nih.gov/pubmed/22710826
http://dx.doi.org/10.3390/molecules17067523
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author Lee, Hyun Joo
Woo, Saet Byeol
Kim, Dae Young
author_facet Lee, Hyun Joo
Woo, Saet Byeol
Kim, Dae Young
author_sort Lee, Hyun Joo
collection PubMed
description The enantioselective conjugate addition reaction of 3-aryl-substituted oxindoles with methyl vinyl ketone promoted by binaphthyl-modified bifunctional organocatalysts was investigated. The corresponding Michael adducts, containing a quaternary center at the C3-position of the oxindoles, were generally obtained in high yields with excellent enantioselectivities (up to 91% ee).
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spelling pubmed-62684442018-12-12 Enantioselective Michael Addition of 3-Aryl-Substituted Oxindoles to Methyl Vinyl Ketone Catalyzed by a Binaphthyl-Modified Bifunctional Organocatalyst Lee, Hyun Joo Woo, Saet Byeol Kim, Dae Young Molecules Communication The enantioselective conjugate addition reaction of 3-aryl-substituted oxindoles with methyl vinyl ketone promoted by binaphthyl-modified bifunctional organocatalysts was investigated. The corresponding Michael adducts, containing a quaternary center at the C3-position of the oxindoles, were generally obtained in high yields with excellent enantioselectivities (up to 91% ee). MDPI 2012-06-18 /pmc/articles/PMC6268444/ /pubmed/22710826 http://dx.doi.org/10.3390/molecules17067523 Text en © 2012 by the authors; licensee MDPI, Basel, Switzerland. http://creativecommons.org/licenses/by/3.0/ This article is an open-access article distributed under the terms and conditions of the Creative Commons Attribution license (http://creativecommons.org/licenses/by/3.0/).
spellingShingle Communication
Lee, Hyun Joo
Woo, Saet Byeol
Kim, Dae Young
Enantioselective Michael Addition of 3-Aryl-Substituted Oxindoles to Methyl Vinyl Ketone Catalyzed by a Binaphthyl-Modified Bifunctional Organocatalyst
title Enantioselective Michael Addition of 3-Aryl-Substituted Oxindoles to Methyl Vinyl Ketone Catalyzed by a Binaphthyl-Modified Bifunctional Organocatalyst
title_full Enantioselective Michael Addition of 3-Aryl-Substituted Oxindoles to Methyl Vinyl Ketone Catalyzed by a Binaphthyl-Modified Bifunctional Organocatalyst
title_fullStr Enantioselective Michael Addition of 3-Aryl-Substituted Oxindoles to Methyl Vinyl Ketone Catalyzed by a Binaphthyl-Modified Bifunctional Organocatalyst
title_full_unstemmed Enantioselective Michael Addition of 3-Aryl-Substituted Oxindoles to Methyl Vinyl Ketone Catalyzed by a Binaphthyl-Modified Bifunctional Organocatalyst
title_short Enantioselective Michael Addition of 3-Aryl-Substituted Oxindoles to Methyl Vinyl Ketone Catalyzed by a Binaphthyl-Modified Bifunctional Organocatalyst
title_sort enantioselective michael addition of 3-aryl-substituted oxindoles to methyl vinyl ketone catalyzed by a binaphthyl-modified bifunctional organocatalyst
topic Communication
url https://www.ncbi.nlm.nih.gov/pmc/articles/PMC6268444/
https://www.ncbi.nlm.nih.gov/pubmed/22710826
http://dx.doi.org/10.3390/molecules17067523
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AT woosaetbyeol enantioselectivemichaeladditionof3arylsubstitutedoxindolestomethylvinylketonecatalyzedbyabinaphthylmodifiedbifunctionalorganocatalyst
AT kimdaeyoung enantioselectivemichaeladditionof3arylsubstitutedoxindolestomethylvinylketonecatalyzedbyabinaphthylmodifiedbifunctionalorganocatalyst

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