Syntheses of (+)-cytisine, (-)-kuraramine, (-)-isokuraramine, and (-)-jussiaefine A

DIAGRAM Total syntheses of (+)-cytisine, (-)-kuraramine.. (-)-isokuraramine, and (-)-jussiaeiine A were achieved via a samarium diiodide-promoted reductive deamination reaction. followed by simultaneous recyclization of a proline derivative to give the corresponding delta-lactam derivative, as a key...

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Bibliographic Details
Published inJournal of organic chemistry Vol. 70; no. 2; pp. 499 - 504
Main Authors Honda, T, Takahashi, R, Namiki, H
Format Journal Article
LanguageEnglish
Published WASHINGTON Amer Chemical Soc 21.01.2005
Subjects
Chemistry
Chemistry, Organic
Physical Sciences
Science & Technology
H-3 CYTISINE BINDING
ENANTIOSELECTIVE SYNTHESIS
QUINOLIZIDINE ALKALOIDS
LUPIN ALKALOIDS
NICOTINIC CHOLINERGIC-RECEPTORS
FLOWERS
BRAIN
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Summary:DIAGRAM Total syntheses of (+)-cytisine, (-)-kuraramine.. (-)-isokuraramine, and (-)-jussiaeiine A were achieved via a samarium diiodide-promoted reductive deamination reaction. followed by simultaneous recyclization of a proline derivative to give the corresponding delta-lactam derivative, as a key step.
ISSN:0022-3263
1520-6904
DOI:10.1021/jo048365f