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Synthesis of 1,3‐Dioxan‐2‐ones by Photo‐Aerobic Selenium‐π‐Acid Multicatalysis
Müller, Kilian A., Nagel, Carolin H. und Breder, Alexander
(2022)
Synthesis of 1,3‐Dioxan‐2‐ones by Photo‐Aerobic Selenium‐π‐Acid Multicatalysis.
European Journal of Organic Chemistry 26 (2), e202201180.
Veröffentlichungsdatum dieses Volltextes: 17 Jan 2023 08:34
Artikel
DOI zum Zitieren dieses Dokuments: 10.5283/epub.53539
Zusammenfassung
An expedient method for the synthesis of cyclic carbonates from homoallylic carbonic acid esters by means of photo-aerobic selenium-pi-acid multicatalysis is reported. Until now, conceptually related methods commonly relied either on the stoichiometric addition of electrophiles onto the substrate's alkene moiety or the presence of pre-installed leaving groups in allylic position of said alkene to ...
An expedient method for the synthesis of cyclic carbonates from homoallylic carbonic acid esters by means of photo-aerobic selenium-pi-acid multicatalysis is reported. Until now, conceptually related methods commonly relied either on the stoichiometric addition of electrophiles onto the substrate's alkene moiety or the presence of pre-installed leaving groups in allylic position of said alkene to - in part, catalytically - initiate an intramolecular attack by an adjacent carbonic acid ester group. In sharp contrast, the current study shows that the C-C double bond of homoallylic carbonic acid esters can be directly activated by the catalytic interplay of a pyrylium dye and a diselane using ambient air as the sole oxidant and visible light as an energy source.
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| Dokumentenart | Artikel | ||||
| Titel eines Journals oder einer Zeitschrift | European Journal of Organic Chemistry | ||||
| Verlag: | WILEY-V C H VERLAG GMBH | ||||
|---|---|---|---|---|---|
| Ort der Veröffentlichung: | WEINHEIM | ||||
| Band: | 26 | ||||
| Nummer des Zeitschriftenheftes oder des Kapitels: | 2 | ||||
| Seitenbereich: | e202201180 | ||||
| Datum | 29 November 2022 | ||||
| Institutionen | Chemie und Pharmazie > Institut für Organische Chemie | ||||
| Identifikationsnummer |
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| Stichwörter / Keywords | CARBON-DIOXIDE; HOMOALLYLIC ALCOHOLS; CYCLIC CARBONATES; STEREOSELECTIVE FUNCTIONALIZATION; DIASTEREOSELECTIVE SYNTHESIS; CONJUGATE ADDITION; STEP ECONOMY; AMINATION; CATALYSTS; CO2; alkenes; allylic oxidation; photoredox catalysis; selenium-pi-acid catalysis; 1,3-dioxan-2-ones | ||||
| Dewey-Dezimal-Klassifikation | 500 Naturwissenschaften und Mathematik > 540 Chemie | ||||
| Status | Veröffentlicht | ||||
| Begutachtet | Ja, diese Version wurde begutachtet | ||||
| An der Universität Regensburg entstanden | Ja | ||||
| URN der UB Regensburg | urn:nbn:de:bvb:355-epub-535394 | ||||
| Dokumenten-ID | 53539 |
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