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

Sebastian Clementson; Mikkel Jessing; Henrik Pedersen; Paulo Vital; Jesper L Kristensen

doi:10.1021/jacs.9b04626

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

Sebastian Clementson, Mikkel Jessing, Henrik Pedersen, Paulo Vital, Jesper L Kristensen^*

^*Corresponding author for this work

4 Citations (Scopus)

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.

Original language	English
Journal	Journal of the American Chemical Society
Volume	141
Issue number	22
Pages (from-to)	8783-8786
ISSN	0002-7863
DOIs	https://doi.org/10.1021/jacs.9b04626
Publication status	Published - 5 Jun 2019

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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.",

author = "Sebastian Clementson and Mikkel Jessing and Henrik Pedersen and Paulo Vital and Kristensen, {Jesper L}",

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AU - Clementson, Sebastian

AU - Jessing, Mikkel

AU - Pedersen, Henrik

AU - Vital, Paulo

AU - Kristensen, Jesper L

PY - 2019/6/5

Y1 - 2019/6/5

N2 - 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.

AB - 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.

U2 - 10.1021/jacs.9b04626

DO - 10.1021/jacs.9b04626

M3 - Journal article

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SN - 0002-7863

VL - 141

SP - 8783

EP - 8786

JO - Journal of the American Chemical Society

JF - Journal of the American Chemical Society

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ER -

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

Abstract

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