TfOH-Catalyzed Phosphinylation of 2,3-Allenols into γ-Ketophosphine Oxides
The first facile and efficient acid-catalyzed direct coupling of a wide range of unprotected 2,3-allenols with arylphosphine oxides was developed, offering a general, one-step approach for the synthesis of structurally diverse γ-ketophosphine oxides accompanied by concurrent C-P/C═O bond formation with remarkable functional group tolerance and complete atom-economy under metal- and additive-free conditions. Mechanistic studies showed that this transformation involved a rearrangement and a phospha-Michael reaction.
| Medienart: |
E-Artikel |
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| Erscheinungsjahr: |
2020 |
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| Erschienen: |
2020 |
| Enthalten in: |
Zur Gesamtaufnahme - volume:85 |
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| Enthalten in: |
The Journal of organic chemistry - 85(2020), 12 vom: 19. Juni, Seite 8185-8195 |
| Sprache: |
Englisch |
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| Beteiligte Personen: |
Zhao, Runmin [VerfasserIn] |
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| Links: |
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| Themen: |
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| Anmerkungen: |
Date Completed 25.01.2021 Date Revised 25.01.2021 published: Print-Electronic Citation Status PubMed-not-MEDLINE |
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| doi: |
10.1021/acs.joc.0c00328 |
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| funding: |
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| Förderinstitution / Projekttitel: |
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| PPN (Katalog-ID): |
NLM310348161 |
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| 245 | 1 | 0 | |a TfOH-Catalyzed Phosphinylation of 2,3-Allenols into γ-Ketophosphine Oxides |
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| 500 | |a Date Revised 25.01.2021 | ||
| 500 | |a published: Print-Electronic | ||
| 500 | |a Citation Status PubMed-not-MEDLINE | ||
| 520 | |a The first facile and efficient acid-catalyzed direct coupling of a wide range of unprotected 2,3-allenols with arylphosphine oxides was developed, offering a general, one-step approach for the synthesis of structurally diverse γ-ketophosphine oxides accompanied by concurrent C-P/C═O bond formation with remarkable functional group tolerance and complete atom-economy under metal- and additive-free conditions. Mechanistic studies showed that this transformation involved a rearrangement and a phospha-Michael reaction | ||
| 650 | 4 | |a Journal Article | |
| 650 | 4 | |a Research Support, Non-U.S. Gov't | |
| 700 | 1 | |a Huang, Xianhua |e verfasserin |4 aut | |
| 700 | 1 | |a Wang, Minning |e verfasserin |4 aut | |
| 700 | 1 | |a Hu, Shanshan |e verfasserin |4 aut | |
| 700 | 1 | |a Gao, Yuxing |e verfasserin |4 aut | |
| 700 | 1 | |a Xu, Pengxiang |e verfasserin |4 aut | |
| 700 | 1 | |a Zhao, Yufen |e verfasserin |4 aut | |
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