Highly Efficient and Stereoselective Construction of Bispirooxindole Derivatives via a Three-Component 1,3-Dipolar Cycloaddition Reaction

A highly regio- and stereoselective synthesis of bispirooxindoles by 1,3-dipolar cycloaddition of in situ generated azomethine ylides from isatin and proline to different electron-deficient alkenes has been developed. The synthesis affords the desired bispiro scaffold compounds in excellent yields w...

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Detalles Bibliográficos
Autores principales: Xu, Qin, Wang, De, Wei, Yin, Shi, Min
Formato: Online Artículo Texto
Lenguaje:English
Publicado: BlackWell Publishing Ltd 2014
Materias:
Full Papers
Acceso en línea:https://www.ncbi.nlm.nih.gov/pmc/articles/PMC4101724/
https://www.ncbi.nlm.nih.gov/pubmed/25050227
http://dx.doi.org/10.1002/open.201402003
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author Xu, Qin
Wang, De
Wei, Yin
Shi, Min
author_facet Xu, Qin
Wang, De
Wei, Yin
Shi, Min
author_sort Xu, Qin
collection PubMed
description A highly regio- and stereoselective synthesis of bispirooxindoles by 1,3-dipolar cycloaddition of in situ generated azomethine ylides from isatin and proline to different electron-deficient alkenes has been developed. The synthesis affords the desired bispiro scaffold compounds in excellent yields with high regioselectivity under mild conditions. The stereochemistry was determined by single-crystal X-ray analysis.
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spelling pubmed-41017242014-07-21 Highly Efficient and Stereoselective Construction of Bispirooxindole Derivatives via a Three-Component 1,3-Dipolar Cycloaddition Reaction Xu, Qin Wang, De Wei, Yin Shi, Min ChemistryOpen Full Papers A highly regio- and stereoselective synthesis of bispirooxindoles by 1,3-dipolar cycloaddition of in situ generated azomethine ylides from isatin and proline to different electron-deficient alkenes has been developed. The synthesis affords the desired bispiro scaffold compounds in excellent yields with high regioselectivity under mild conditions. The stereochemistry was determined by single-crystal X-ray analysis. BlackWell Publishing Ltd 2014-06 2014-06-18 /pmc/articles/PMC4101724/ /pubmed/25050227 http://dx.doi.org/10.1002/open.201402003 Text en © 2014 The Authors. Published by Wiley-VCH Verlag GmbH & Co. KGaA. http://creativecommons.org/licenses/by-nc-nd/3.0/ This is an open access article under the terms of the Creative Commons Attribution-NonCommercial-NoDerivs License, which permits use and distribution in any medium, provided the original work is properly cited, the use is non-commercial and no modifications or adaptations are made.
spellingShingle Full Papers
Xu, Qin
Wang, De
Wei, Yin
Shi, Min
Highly Efficient and Stereoselective Construction of Bispirooxindole Derivatives via a Three-Component 1,3-Dipolar Cycloaddition Reaction
title Highly Efficient and Stereoselective Construction of Bispirooxindole Derivatives via a Three-Component 1,3-Dipolar Cycloaddition Reaction
title_full Highly Efficient and Stereoselective Construction of Bispirooxindole Derivatives via a Three-Component 1,3-Dipolar Cycloaddition Reaction
title_fullStr Highly Efficient and Stereoselective Construction of Bispirooxindole Derivatives via a Three-Component 1,3-Dipolar Cycloaddition Reaction
title_full_unstemmed Highly Efficient and Stereoselective Construction of Bispirooxindole Derivatives via a Three-Component 1,3-Dipolar Cycloaddition Reaction
title_short Highly Efficient and Stereoselective Construction of Bispirooxindole Derivatives via a Three-Component 1,3-Dipolar Cycloaddition Reaction
title_sort highly efficient and stereoselective construction of bispirooxindole derivatives via a three-component 1,3-dipolar cycloaddition reaction
topic Full Papers
url https://www.ncbi.nlm.nih.gov/pmc/articles/PMC4101724/
https://www.ncbi.nlm.nih.gov/pubmed/25050227
http://dx.doi.org/10.1002/open.201402003
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