Asymmetric α-amination of 3-substituted oxindoles using chiral bifunctional phosphine catalysts

A highly enantioselective α-amination of 3-substituted oxindoles with azodicarboxylates catalyzed by amino acids-derived chiral phosphine catalysts is reported. The corresponding products containing a tetrasubstituted carbon center attached to a nitrogen atom at the C-3 position of the oxindole were...

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Autores principales: Jin, Qiao-Wen, Chai, Zhuo, Huang, You-Ming, Zou, Gang, Zhao, Gang
Formato: Online Artículo Texto
Lenguaje:English
Publicado: Beilstein-Institut 2016
Materias:
Full Research Paper
Acceso en línea:https://www.ncbi.nlm.nih.gov/pmc/articles/PMC4902028/
https://www.ncbi.nlm.nih.gov/pubmed/27340464
http://dx.doi.org/10.3762/bjoc.12.72
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author Jin, Qiao-Wen
Chai, Zhuo
Huang, You-Ming
Zou, Gang
Zhao, Gang
author_facet Jin, Qiao-Wen
Chai, Zhuo
Huang, You-Ming
Zou, Gang
Zhao, Gang
author_sort Jin, Qiao-Wen
collection PubMed
description A highly enantioselective α-amination of 3-substituted oxindoles with azodicarboxylates catalyzed by amino acids-derived chiral phosphine catalysts is reported. The corresponding products containing a tetrasubstituted carbon center attached to a nitrogen atom at the C-3 position of the oxindole were obtained in high yields and with up to 98% ee.
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spelling pubmed-49020282016-06-23 Asymmetric α-amination of 3-substituted oxindoles using chiral bifunctional phosphine catalysts Jin, Qiao-Wen Chai, Zhuo Huang, You-Ming Zou, Gang Zhao, Gang Beilstein J Org Chem Full Research Paper A highly enantioselective α-amination of 3-substituted oxindoles with azodicarboxylates catalyzed by amino acids-derived chiral phosphine catalysts is reported. The corresponding products containing a tetrasubstituted carbon center attached to a nitrogen atom at the C-3 position of the oxindole were obtained in high yields and with up to 98% ee. Beilstein-Institut 2016-04-15 /pmc/articles/PMC4902028/ /pubmed/27340464 http://dx.doi.org/10.3762/bjoc.12.72 Text en Copyright © 2016, Jin et al. https://creativecommons.org/licenses/by/2.0https://www.beilstein-journals.org/bjoc/termsThis is an Open Access article under the terms of the Creative Commons Attribution License (https://creativecommons.org/licenses/by/2.0), which permits unrestricted use, distribution, and reproduction in any medium, provided the original work is properly cited. The license is subject to the Beilstein Journal of Organic Chemistry terms and conditions: (https://www.beilstein-journals.org/bjoc/terms)
spellingShingle Full Research Paper
Jin, Qiao-Wen
Chai, Zhuo
Huang, You-Ming
Zou, Gang
Zhao, Gang
Asymmetric α-amination of 3-substituted oxindoles using chiral bifunctional phosphine catalysts
title Asymmetric α-amination of 3-substituted oxindoles using chiral bifunctional phosphine catalysts
title_full Asymmetric α-amination of 3-substituted oxindoles using chiral bifunctional phosphine catalysts
title_fullStr Asymmetric α-amination of 3-substituted oxindoles using chiral bifunctional phosphine catalysts
title_full_unstemmed Asymmetric α-amination of 3-substituted oxindoles using chiral bifunctional phosphine catalysts
title_short Asymmetric α-amination of 3-substituted oxindoles using chiral bifunctional phosphine catalysts
title_sort asymmetric α-amination of 3-substituted oxindoles using chiral bifunctional phosphine catalysts
topic Full Research Paper
url https://www.ncbi.nlm.nih.gov/pmc/articles/PMC4902028/
https://www.ncbi.nlm.nih.gov/pubmed/27340464
http://dx.doi.org/10.3762/bjoc.12.72
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