Intramolecular Hydroamination of Unactived Olefins with Ti(NMe2)4 as a Precatalyst

Commercially available Ti(NMe2)4 has been used effectively as a precatalyst in a facile protocol for the intramolecular hydroamination of aminoalkenes to yield pyrrolidine and piperidine heterocyclic products with isolated yields up to 92%. Geminally substituted substrates display the highest reacti...

Ausführliche Beschreibung

Gespeichert in:
Bibliographische Detailangaben
Veröffentlicht in:Organic letters 2005-05, Vol.7 (10), p.1959-1962
Hauptverfasser: Bexrud, Jason A, Beard, J. David, Leitch, David C, Schafer, Laurel L
Format: Artikel
Sprache:eng
Online-Zugang:Volltext
Tags: Tag hinzufügen
Keine Tags, Fügen Sie den ersten Tag hinzu!
Beschreibung
Zusammenfassung:Commercially available Ti(NMe2)4 has been used effectively as a precatalyst in a facile protocol for the intramolecular hydroamination of aminoalkenes to yield pyrrolidine and piperidine heterocyclic products with isolated yields up to 92%. Geminally substituted substrates display the highest reactivity. This precatalyst is also effective for the hydroamination of activated internal alkenes, providing access to more complex heterocyclic target molecules.
ISSN:1523-7060
1523-7052
DOI:10.1021/ol0503992