Organocatalytic diastereo- and enantioselective conjugate addition of pyrazol-3-ones to 3-trifluoroethylidene oxindoles with a newly developed squaramide catalyst

An efficient organocatalytic conjugated addition reaction of pyrazol-3-ones with 3-trifluoroethylidene oxindoles has been developed for the synthesis of enantioenriched triflouromethylated indolin-2-ones bearing adjacent tertiary chiral centers in good yields and good to excellent diastereo- and ena...

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Autores principales: Han, Zhao, Jin, Jiaping, Woldegiorgis, Alemayehu Gashaw, Lin, Xufeng
Formato: Online Artículo Texto
Lenguaje:English
Publicado: The Royal Society of Chemistry 2022
Materias:
Chemistry
Acceso en línea:https://www.ncbi.nlm.nih.gov/pmc/articles/PMC9490773/
https://www.ncbi.nlm.nih.gov/pubmed/36320851
http://dx.doi.org/10.1039/d2ra05088a
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author Han, Zhao
Jin, Jiaping
Woldegiorgis, Alemayehu Gashaw
Lin, Xufeng
author_facet Han, Zhao
Jin, Jiaping
Woldegiorgis, Alemayehu Gashaw
Lin, Xufeng
author_sort Han, Zhao
collection PubMed
description An efficient organocatalytic conjugated addition reaction of pyrazol-3-ones with 3-trifluoroethylidene oxindoles has been developed for the synthesis of enantioenriched triflouromethylated indolin-2-ones bearing adjacent tertiary chiral centers in good yields and good to excellent diastereo- and enantioselectivities. The use of a newly developed chiral spirobiindane-derived squaramide catalyst is essential in achieving high diastereo- and enantioselectivities.
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spelling pubmed-94907732022-10-31 Organocatalytic diastereo- and enantioselective conjugate addition of pyrazol-3-ones to 3-trifluoroethylidene oxindoles with a newly developed squaramide catalyst Han, Zhao Jin, Jiaping Woldegiorgis, Alemayehu Gashaw Lin, Xufeng RSC Adv Chemistry An efficient organocatalytic conjugated addition reaction of pyrazol-3-ones with 3-trifluoroethylidene oxindoles has been developed for the synthesis of enantioenriched triflouromethylated indolin-2-ones bearing adjacent tertiary chiral centers in good yields and good to excellent diastereo- and enantioselectivities. The use of a newly developed chiral spirobiindane-derived squaramide catalyst is essential in achieving high diastereo- and enantioselectivities. The Royal Society of Chemistry 2022-09-21 /pmc/articles/PMC9490773/ /pubmed/36320851 http://dx.doi.org/10.1039/d2ra05088a Text en This journal is © The Royal Society of Chemistry https://creativecommons.org/licenses/by/3.0/
spellingShingle Chemistry
Han, Zhao
Jin, Jiaping
Woldegiorgis, Alemayehu Gashaw
Lin, Xufeng
Organocatalytic diastereo- and enantioselective conjugate addition of pyrazol-3-ones to 3-trifluoroethylidene oxindoles with a newly developed squaramide catalyst
title Organocatalytic diastereo- and enantioselective conjugate addition of pyrazol-3-ones to 3-trifluoroethylidene oxindoles with a newly developed squaramide catalyst
title_full Organocatalytic diastereo- and enantioselective conjugate addition of pyrazol-3-ones to 3-trifluoroethylidene oxindoles with a newly developed squaramide catalyst
title_fullStr Organocatalytic diastereo- and enantioselective conjugate addition of pyrazol-3-ones to 3-trifluoroethylidene oxindoles with a newly developed squaramide catalyst
title_full_unstemmed Organocatalytic diastereo- and enantioselective conjugate addition of pyrazol-3-ones to 3-trifluoroethylidene oxindoles with a newly developed squaramide catalyst
title_short Organocatalytic diastereo- and enantioselective conjugate addition of pyrazol-3-ones to 3-trifluoroethylidene oxindoles with a newly developed squaramide catalyst
title_sort organocatalytic diastereo- and enantioselective conjugate addition of pyrazol-3-ones to 3-trifluoroethylidene oxindoles with a newly developed squaramide catalyst
topic Chemistry
url https://www.ncbi.nlm.nih.gov/pmc/articles/PMC9490773/
https://www.ncbi.nlm.nih.gov/pubmed/36320851
http://dx.doi.org/10.1039/d2ra05088a
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