Enantioselective addition of diphenyl phosphonate to ketimines derived from isatins catalyzed by binaphthyl-modified organocatalysts

Chiral binaphthyl-modified squaramide-catalyzed enantioselective addition of diphenyl phosphonate to ketimines derived from isatins has been achieved. This method affords practical and efficient access to chiral 3-amino-3-phosphonyl-substituted oxindole derivatives in high yields with excellent enan...

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Autores principales: Jang, Hee Seung, Kim, Yubin, Kim, Dae Young
Formato: Online Artículo Texto
Lenguaje:English
Publicado: Beilstein-Institut 2016
Materias:
Letter
Acceso en línea:https://www.ncbi.nlm.nih.gov/pmc/articles/PMC4979900/
https://www.ncbi.nlm.nih.gov/pubmed/27559405
http://dx.doi.org/10.3762/bjoc.12.149
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author Jang, Hee Seung
Kim, Yubin
Kim, Dae Young
author_facet Jang, Hee Seung
Kim, Yubin
Kim, Dae Young
author_sort Jang, Hee Seung
collection PubMed
description Chiral binaphthyl-modified squaramide-catalyzed enantioselective addition of diphenyl phosphonate to ketimines derived from isatins has been achieved. This method affords practical and efficient access to chiral 3-amino-3-phosphonyl-substituted oxindole derivatives in high yields with excellent enantioselectivities (up to 99% ee).
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spelling pubmed-49799002016-08-24 Enantioselective addition of diphenyl phosphonate to ketimines derived from isatins catalyzed by binaphthyl-modified organocatalysts Jang, Hee Seung Kim, Yubin Kim, Dae Young Beilstein J Org Chem Letter Chiral binaphthyl-modified squaramide-catalyzed enantioselective addition of diphenyl phosphonate to ketimines derived from isatins has been achieved. This method affords practical and efficient access to chiral 3-amino-3-phosphonyl-substituted oxindole derivatives in high yields with excellent enantioselectivities (up to 99% ee). Beilstein-Institut 2016-07-20 /pmc/articles/PMC4979900/ /pubmed/27559405 http://dx.doi.org/10.3762/bjoc.12.149 Text en Copyright © 2016, Jang 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 Letter
Jang, Hee Seung
Kim, Yubin
Kim, Dae Young
Enantioselective addition of diphenyl phosphonate to ketimines derived from isatins catalyzed by binaphthyl-modified organocatalysts
title Enantioselective addition of diphenyl phosphonate to ketimines derived from isatins catalyzed by binaphthyl-modified organocatalysts
title_full Enantioselective addition of diphenyl phosphonate to ketimines derived from isatins catalyzed by binaphthyl-modified organocatalysts
title_fullStr Enantioselective addition of diphenyl phosphonate to ketimines derived from isatins catalyzed by binaphthyl-modified organocatalysts
title_full_unstemmed Enantioselective addition of diphenyl phosphonate to ketimines derived from isatins catalyzed by binaphthyl-modified organocatalysts
title_short Enantioselective addition of diphenyl phosphonate to ketimines derived from isatins catalyzed by binaphthyl-modified organocatalysts
title_sort enantioselective addition of diphenyl phosphonate to ketimines derived from isatins catalyzed by binaphthyl-modified organocatalysts
topic Letter
url https://www.ncbi.nlm.nih.gov/pmc/articles/PMC4979900/
https://www.ncbi.nlm.nih.gov/pubmed/27559405
http://dx.doi.org/10.3762/bjoc.12.149
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AT kimyubin enantioselectiveadditionofdiphenylphosphonatetoketiminesderivedfromisatinscatalyzedbybinaphthylmodifiedorganocatalysts
AT kimdaeyoung enantioselectiveadditionofdiphenylphosphonatetoketiminesderivedfromisatinscatalyzedbybinaphthylmodifiedorganocatalysts

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