Oxidopyrylium-Alkene [5 + 2] Cycloaddition Conjugate Addition Cascade (C3) Sequences : Scope, Limitation, and Computational Investigations
Oxidopyrylium-alkene [5 + 2] cycloaddition conjugate addition cascade (C3) sequences are described. Intramolecular cycloadditions involving terminal alkenes, enals, and enones were investigated. Substrates with tethers of varying lengths delivered five- and six-membered carbocycles and heterocycles thus demonstrating the scope and limitation of the cycloaddition-conjugate addition cascade. Several experiments and theoretical calculations provide evidence for the proposed mechanistic pathway.
| Medienart: |
E-Artikel |
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| Erscheinungsjahr: |
2018 |
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| Erschienen: |
2018 |
| Enthalten in: |
Zur Gesamtaufnahme - volume:83 |
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| Enthalten in: |
The Journal of organic chemistry - 83(2018), 17 vom: 07. Sept., Seite 9818-9838 |
| Sprache: |
Englisch |
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| Beteiligte Personen: |
Kaufman, Riley H [VerfasserIn] |
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| Links: |
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| Themen: |
Journal Article |
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| Anmerkungen: |
Date Revised 20.11.2019 published: Print-Electronic Citation Status PubMed-not-MEDLINE |
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| doi: |
10.1021/acs.joc.8b01322 |
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| funding: |
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| Förderinstitution / Projekttitel: |
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| PPN (Katalog-ID): |
NLM28642519X |
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| 100 | 1 | |a Kaufman, Riley H |e verfasserin |4 aut | |
| 245 | 1 | 0 | |a Oxidopyrylium-Alkene [5 + 2] Cycloaddition Conjugate Addition Cascade (C3) Sequences |b Scope, Limitation, and Computational Investigations |
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| 500 | |a Date Revised 20.11.2019 | ||
| 500 | |a published: Print-Electronic | ||
| 500 | |a Citation Status PubMed-not-MEDLINE | ||
| 520 | |a Oxidopyrylium-alkene [5 + 2] cycloaddition conjugate addition cascade (C3) sequences are described. Intramolecular cycloadditions involving terminal alkenes, enals, and enones were investigated. Substrates with tethers of varying lengths delivered five- and six-membered carbocycles and heterocycles thus demonstrating the scope and limitation of the cycloaddition-conjugate addition cascade. Several experiments and theoretical calculations provide evidence for the proposed mechanistic pathway | ||
| 650 | 4 | |a Journal Article | |
| 650 | 4 | |a Research Support, Non-U.S. Gov't | |
| 650 | 4 | |a Research Support, U.S. Gov't, Non-P.H.S. | |
| 700 | 1 | |a Law, Chunyin M |e verfasserin |4 aut | |
| 700 | 1 | |a Simanis, Justin A |e verfasserin |4 aut | |
| 700 | 1 | |a Woodall, Erica L |e verfasserin |4 aut | |
| 700 | 1 | |a Zwick, Christian R |c 3rd |e verfasserin |4 aut | |
| 700 | 1 | |a Wedler, Henry B |e verfasserin |4 aut | |
| 700 | 1 | |a Wendelboe, Paul |e verfasserin |4 aut | |
| 700 | 1 | |a Hamaker, Christopher G |e verfasserin |4 aut | |
| 700 | 1 | |a Goodell, John R |e verfasserin |4 aut | |
| 700 | 1 | |a Tantillo, Dean J |e verfasserin |4 aut | |
| 700 | 1 | |a Mitchell, T Andrew |e verfasserin |4 aut | |
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