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...

Descripció completa

Dades bibliogràfiques
Autors principals: Davies, S, Fletcher, A, Foster, E, Houlsby, I, Roberts, P, Schofield, T, Thomson, J
Format: Journal article
Idioma:English
Publicat: Royal Society of Chemistry 2014
Descripció
Sumari: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.