Total Synthesis of (−)‐Galanthamine by Remote Asymmetric Induction

Sumiaki Kodama, Yoshio Hamashima, Kiyoharu Nishide, Manabu Node

Angewandte Chemie · 2004 · 20 citations · 27 references

Concepts

Abstract

Die entscheidende intramolekulare Michael-Addition zur Bildung des 5,7,5-Ringgerüsts von (−)-Galanthamin (1) gelang durch asymmetrische Ferninduktion eines von D-Phenylalanin abgeleiteten chiralen Imidazolidinon-Auxiliars (siehe Schema). Diese Totalsynthese von 1 verläuft im Unterschied zu früheren Synthesen nicht über das stark allergene Enon Narwedin. Supporting information for this article is available on the WWW under http://www.wiley-vch.de/contents/jc_2001/2004/z53636_s.pdf or from the author. Please note: The publisher is not responsible for the content or functionality of any supporting information supplied by the authors. Any queries (other than missing content) should be directed to the corresponding author for the article.

References

27