An efficient asymmetric synthesis of (-)-lupinine.

The asymmetric synthesis of (-)-lupinine was achieved in 8 steps, 15% overall yield and >99 : 1 dr from commercially available starting materials. The strategy used for the construction of the quinolizidine scaffold involved reaction of an enantiopure tertiary dibenzylamine via two sequential...

Ausführliche Beschreibung

Bibliographische Detailangaben
Hauptverfasser: Davies, S, Fletcher, A, Foster, E, Houlsby, I, Roberts, P, Schofield, T, Thomson, J
Format: Journal article
Sprache:English
Veröffentlicht: Royal Society of Chemistry 2014
Beschreibung
Zusammenfassung:The asymmetric synthesis of (-)-lupinine was achieved in 8 steps, 15% overall yield and >99 : 1 dr from commercially available starting materials. The strategy used for the construction of the quinolizidine scaffold involved reaction of an enantiopure tertiary dibenzylamine via two sequential ring-closures which both occurred with concomitant N-debenzylation.