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Antiaromaticity Gain Activates Tropone and Nonbenzenoid Aromatics as Normal-Electron-Demand Diels–Alder Dienes
We propose a carbonyl umpolung strategy for activating tropone as a normal-electron-demand Diels–Alder diene. Tropone has low reactivity for Diels–Alder reactions because of its [4n+2] π-aromaticity. Conversion of the carbonyl group into a hydrazone ion (=N–NR(−)) reverses the polarity of the exocyc...
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| Veröffentlicht in: | Org Lett |
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| Hauptverfasser: | , , , |
| Format: | Artigo |
| Sprache: | Inglês |
| Veröffentlicht: |
2020
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| Schlagworte: | |
| Online Zugang: | https://ncbi.nlm.nih.gov/pmc/articles/PMC8124018/ https://ncbi.nlm.nih.gov/pubmed/32856925 https://ncbi.nlm.nih.govhttp://dx.doi.org/10.1021/acs.orglett.0c02343 |
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