Selective ring-rearrangement or ring-closing metathesis of bicyclo[3.2.1]octenes
Explored was the competitive ring-closing metathesis vs. ring-rearrangement metathesis of bicyclo[3.2.1]octenes prepared by a simple and convergent synthesis from bicyclic alkylidenemalono-nitriles and allylic electrophiles. It was uncovered that ring-closing metathesis occurs exclusively on the tetraene-variant, yielding unique, stereochemically and functionally rich polycyclic bridged frameworks, whereas the reduced version (a triene) undergoes ring-rearrangement metathesis to 5-6-5 fused ring systems resembling the isoryanodane core.
| Medienart: |
E-Artikel |
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| Erscheinungsjahr: |
2020 |
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| Erschienen: |
2020 |
| Enthalten in: |
Zur Gesamtaufnahme - volume:56 |
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| Enthalten in: |
Chemical communications (Cambridge, England) - 56(2020), 79 vom: 11. Okt., Seite 11779-11782 |
| Sprache: |
Englisch |
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| Beteiligte Personen: |
Semenova, Evgeniya [VerfasserIn] |
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| Links: |
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| Themen: |
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| Anmerkungen: |
Date Completed 13.10.2020 Date Revised 13.10.2020 published: Print-Electronic Citation Status PubMed-not-MEDLINE |
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| doi: |
10.1039/d0cc04624h |
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| funding: |
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| Förderinstitution / Projekttitel: |
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| PPN (Katalog-ID): |
NLM31511827X |
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| 245 | 1 | 0 | |a Selective ring-rearrangement or ring-closing metathesis of bicyclo[3.2.1]octenes |
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| 500 | |a Date Completed 13.10.2020 | ||
| 500 | |a Date Revised 13.10.2020 | ||
| 500 | |a published: Print-Electronic | ||
| 500 | |a Citation Status PubMed-not-MEDLINE | ||
| 520 | |a Explored was the competitive ring-closing metathesis vs. ring-rearrangement metathesis of bicyclo[3.2.1]octenes prepared by a simple and convergent synthesis from bicyclic alkylidenemalono-nitriles and allylic electrophiles. It was uncovered that ring-closing metathesis occurs exclusively on the tetraene-variant, yielding unique, stereochemically and functionally rich polycyclic bridged frameworks, whereas the reduced version (a triene) undergoes ring-rearrangement metathesis to 5-6-5 fused ring systems resembling the isoryanodane core | ||
| 650 | 4 | |a Journal Article | |
| 700 | 1 | |a Lahtigui, Ouidad |e verfasserin |4 aut | |
| 700 | 1 | |a Scott, Sarah K |e verfasserin |4 aut | |
| 700 | 1 | |a Albritton, Matthew |e verfasserin |4 aut | |
| 700 | 1 | |a Abboud, Khalil A |e verfasserin |4 aut | |
| 700 | 1 | |a Ghiviriga, Ion |e verfasserin |4 aut | |
| 700 | 1 | |a Roitberg, Adrian E |e verfasserin |4 aut | |
| 700 | 1 | |a Grenning, Alexander J |e verfasserin |4 aut | |
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