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Total Synthesis of (-)-Galanthamine and (-)-Lycoramine via Catalytic Asymmetric Hydrogenation and Intramolecular Reductive Heck Cyclization

Ji-Qiang Chen, Jian-Hua Xie, Deng-Hui Bao, Sheng Liu, Qi-Lin Zhou

Org Lett. 2012 Jun 1;14(11):2714-7.

PMID: 22612349

Abstract:

A synthetic strategy featuring efficient ruthenium-catalyzed asymmetric hydrogenation of racemic α-aryloxy cyclic ketone via dynamic kinetic resolution and palladium-catalyzed intramolecular reductive Heck cyclization has been developed for the asymmetric total synthesis of (-)-galanthamine (20.1%, 12 steps) and (-)-lycoramine (40.2%, 10 steps).

Chemicals Related in the Paper:

Catalog Number Product Name Structure CAS Number Price
AP193146859 Galantamine hydrobromide racemic Galantamine hydrobromide racemic 193146-85-9 Price
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