Enantioselective Total Synthesis of (+)-Dihydro-β-erythroidine

  • J Am Chem Soc. 2019 Jun 5;141(22):8783-8786. doi: 10.1021/jacs.9b04626.
Sebastian Clementson  1  2 ,  Mikkel Jessing  2 ,  Henrik Pedersen  3 ,  Paulo Vital  2 ,  Jesper L Kristensen  1
Affiliations
  • 1. Department of Drug Design and Pharmacology, Faculty of Health and Medical Sciences , University of Copenhagen , Universitetsparken 2 , 2100 Copenhagen , Denmark.
  • 2. Molecular Discovery and Innovation , H. Lundbeck A/S , Ottiliavej 9 , 2500 Valby , Denmark.
  • 3. Compound Management and Analytical Chemistry , H. Lundbeck A/S , Ottiliavej 9 , 2500 Valby , Denmark.
PMID: 31122014 DOI: 10.1021/jacs.9b04626
Abstract

Erythrina Alkaloids represent a rich source of complex polycyclic, bioactive natural products. In addition to their sedative and hypotensive effect, their curare-like activity and structural framework have made them attractive targets for synthetic and medicinal chemists. (+)-Dihydro-β-erythroidine (DHβE), the most potent nicotine acetylcholine receptor antagonist (nAChR) of the Erythrina family, is synthesized for the first time in 13 steps from commercially available material.

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