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Synthesis of six-membered spirooxindoles via a chiral Brønsted acid-catalyzed asymmetric intramolecular Friedel–Crafts reaction
By means of the direct condensation of N-aminoethylpyrroles and isatins, followed by a chiral phosphoric acid-catalyzed asymmetric intramolecular Friedel-Crafts reaction, a new class of valuable chiral 3′,4′-dihydro-2′H-spiro[indoline-3,1′-pyrrolo[1,2-a]pyrazin]-2-ones bearing a quaternary carbon st...
| Autores principales: | , , , , , , , , , |
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| Formato: | Online Artículo Texto |
| Lenguaje: | English |
| Publicado: |
The Royal Society of Chemistry
2018
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| Materias: | |
| Acceso en línea: | https://www.ncbi.nlm.nih.gov/pmc/articles/PMC9089239/ https://www.ncbi.nlm.nih.gov/pubmed/35557774 http://dx.doi.org/10.1039/c8ra06710d |
| _version_ | 1784704477893230592 |
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| author | Chen, Hui-Xuan Zhang, Yaqi Zhang, Yuyang He, Xuefeng Zhang, Zhen-Wei Liang, Hao He, Wenhuan Jiang, Xiaoding Chen, Xiangmeng Qiu, Liqin |
| author_facet | Chen, Hui-Xuan Zhang, Yaqi Zhang, Yuyang He, Xuefeng Zhang, Zhen-Wei Liang, Hao He, Wenhuan Jiang, Xiaoding Chen, Xiangmeng Qiu, Liqin |
| author_sort | Chen, Hui-Xuan |
| collection | PubMed |
| description | By means of the direct condensation of N-aminoethylpyrroles and isatins, followed by a chiral phosphoric acid-catalyzed asymmetric intramolecular Friedel-Crafts reaction, a new class of valuable chiral 3′,4′-dihydro-2′H-spiro[indoline-3,1′-pyrrolo[1,2-a]pyrazin]-2-ones bearing a quaternary carbon stereocenter were successfully synthesized in good to excellent yields and with moderate to good enantioselectivities under mild reaction conditions. |
| format | Online Article Text |
| id | pubmed-9089239 |
| institution | National Center for Biotechnology Information |
| language | English |
| publishDate | 2018 |
| publisher | The Royal Society of Chemistry |
| record_format | MEDLINE/PubMed |
| spelling | pubmed-90892392022-05-11 Synthesis of six-membered spirooxindoles via a chiral Brønsted acid-catalyzed asymmetric intramolecular Friedel–Crafts reaction Chen, Hui-Xuan Zhang, Yaqi Zhang, Yuyang He, Xuefeng Zhang, Zhen-Wei Liang, Hao He, Wenhuan Jiang, Xiaoding Chen, Xiangmeng Qiu, Liqin RSC Adv Chemistry By means of the direct condensation of N-aminoethylpyrroles and isatins, followed by a chiral phosphoric acid-catalyzed asymmetric intramolecular Friedel-Crafts reaction, a new class of valuable chiral 3′,4′-dihydro-2′H-spiro[indoline-3,1′-pyrrolo[1,2-a]pyrazin]-2-ones bearing a quaternary carbon stereocenter were successfully synthesized in good to excellent yields and with moderate to good enantioselectivities under mild reaction conditions. The Royal Society of Chemistry 2018-11-01 /pmc/articles/PMC9089239/ /pubmed/35557774 http://dx.doi.org/10.1039/c8ra06710d Text en This journal is © The Royal Society of Chemistry https://creativecommons.org/licenses/by/3.0/ |
| spellingShingle | Chemistry Chen, Hui-Xuan Zhang, Yaqi Zhang, Yuyang He, Xuefeng Zhang, Zhen-Wei Liang, Hao He, Wenhuan Jiang, Xiaoding Chen, Xiangmeng Qiu, Liqin Synthesis of six-membered spirooxindoles via a chiral Brønsted acid-catalyzed asymmetric intramolecular Friedel–Crafts reaction |
| title | Synthesis of six-membered spirooxindoles via a chiral Brønsted acid-catalyzed asymmetric intramolecular Friedel–Crafts reaction |
| title_full | Synthesis of six-membered spirooxindoles via a chiral Brønsted acid-catalyzed asymmetric intramolecular Friedel–Crafts reaction |
| title_fullStr | Synthesis of six-membered spirooxindoles via a chiral Brønsted acid-catalyzed asymmetric intramolecular Friedel–Crafts reaction |
| title_full_unstemmed | Synthesis of six-membered spirooxindoles via a chiral Brønsted acid-catalyzed asymmetric intramolecular Friedel–Crafts reaction |
| title_short | Synthesis of six-membered spirooxindoles via a chiral Brønsted acid-catalyzed asymmetric intramolecular Friedel–Crafts reaction |
| title_sort | synthesis of six-membered spirooxindoles via a chiral brønsted acid-catalyzed asymmetric intramolecular friedel–crafts reaction |
| topic | Chemistry |
| url | https://www.ncbi.nlm.nih.gov/pmc/articles/PMC9089239/ https://www.ncbi.nlm.nih.gov/pubmed/35557774 http://dx.doi.org/10.1039/c8ra06710d |
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