Iodobenzene-Catalyzed Oxabicyclo[3.2.1]octane and [4.2.1]Nonane Synthesis via Cascade C–O/C–C Formation

Iodobenzene-Catalyzed Oxabicyclo[3.2.1]octane and [4.2.1]Nonane Synthesis via Cascade C–O/C–C Formation

Iodobenzene-catalyzed 1,2-olefin functionalization via C–C and C–O bond formation has been achieved with electron rich aromatic groups and vinylogous esters acting as independent nucleophiles. The reaction provides oxabicyclo[3.2.1]octanes and [4.2.1]nonanes from commercially available 3-alkoxy cyco...

Ausführliche Beschreibung

Gespeichert in:
Bibliographische Detailangaben
Veröffentlicht in:Organic letters 2013-11, Vol.15 (22), p.5858-5861
Hauptverfasser: Ngatimin, Marsewi, Frey, Raphael, Levens, Alison, Nakano, Yuji, Kowalczyk, Marcin, Konstas, Kristina, Hutt, Oliver E, Lupton, David W
Format: Artikel
Sprache:eng
Online-Zugang:Volltext
Tags: Tag hinzufügen
Keine Tags, Fügen Sie den ersten Tag hinzu!
Beschreibung
Zusammenfassung:Iodobenzene-catalyzed 1,2-olefin functionalization via C–C and C–O bond formation has been achieved with electron rich aromatic groups and vinylogous esters acting as independent nucleophiles. The reaction provides oxabicyclo[3.2.1]octanes and [4.2.1]nonanes from commercially available 3-alkoxy cycohexen-2-ones in three steps.
ISSN:1523-7060
1523-7052
DOI:10.1021/ol4029308