Hydroxy-rhodium(I) catalyzed regioselective Michael addition of cyclic enones

An efficient protocol has been accomplished for the synthesis of cyclic α-enone adducts with 2mol% of Rh(I) catalyst. The key feature of this protocol is Rh-OH pre-catalyst performing the carbon–carbon bond formation α- to enone. Further, this method is extended to base-sensitive highly substituted...

Ausführliche Beschreibung

Gespeichert in:
Bibliographische Detailangaben
Veröffentlicht in:Tetrahedron letters 2012-02, Vol.53 (9), p.1042-1044
Hauptverfasser: Kumaraswamy, Gullapalli, Rambabu, Dasa
Format: Artikel
Sprache:eng
Schlagworte:
Online-Zugang:Volltext
Tags: Tag hinzufügen
Keine Tags, Fügen Sie den ersten Tag hinzu!
Beschreibung
Zusammenfassung:An efficient protocol has been accomplished for the synthesis of cyclic α-enone adducts with 2mol% of Rh(I) catalyst. The key feature of this protocol is Rh-OH pre-catalyst performing the carbon–carbon bond formation α- to enone. Further, this method is extended to base-sensitive highly substituted enones and respective dimerized enone adducts are obtained in moderate to good yields. Hydroxy-rhodium catalyzed dimerization of various cyclic enones to the corresponding α-enone adducts is developed. The key feature of this method is that the base-sensitive, highly substituted enones also undergo dimerization and the resultant products are obtained in moderate to good yields.
ISSN:0040-4039
1873-3581
DOI:10.1016/j.tetlet.2011.12.057