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...

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Détails bibliographiques
Auteurs principaux: Davies, S, Fletcher, A, Foster, E, Houlsby, I, Roberts, P, Schofield, T, Thomson, J
Format: Journal article
Langue:English
Publié: Royal Society of Chemistry 2014
Description
Résumé: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.