Synthesis of a Racemic Nicotine-Lobeline Hybrid

The first synthesis of a racemic nicotine-lobeline hybrid is described based on a diastereoselective allylation and an RCM reaction as key steps. This synthetic route paves the way to the preparation of original potential ligands of nAChRs.

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Bibliographic Details
Published inSynlett no. 11; pp. 1631 - 1634
Main Authors Ranaivondrambola, Tsiresy, Hatton, Wilfried, Felpin, Francois-Xavier, Evain, Michel, Mathe-Allainmat, Monique, Lebreton, Jacques
Format Journal Article
LanguageEnglish
Published STUTTGART Thieme Medical Publishers 01.07.2010
Subjects
Chemistry
Chemistry, Organic
Physical Sciences
Science & Technology
neuronal nicotinic acetylcholine receptors
ACETYLCHOLINE-RECEPTORS
PYRROLIDINE
ANALOGS
alkaloids
DRUG DISCOVERY
ALLYLATION
1ST TOTAL-SYNTHESIS
total synthesis
BINDING PROTEIN
ring-closing metathesis
CHIRAL IMINES
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Summary:The first synthesis of a racemic nicotine-lobeline hybrid is described based on a diastereoselective allylation and an RCM reaction as key steps. This synthetic route paves the way to the preparation of original potential ligands of nAChRs.
ISSN:0936-5214
DOI:10.1055/s-0029-1219966