Lithiation Directed by Amino Alkoxides. Application to the Synthesis of New Disubstituted Dihydrodipyridopyrazines

The synthesis of new 4,6-disubstituted dihydrodipyridopyrazines starting from corresponding carboxaldehydes via lithiation directed by α-amino alkoxides is described. The N,N,N‘-trimethylethylenediamine was used as amine component for in situ formation of the α-amino alkoxides. After optimization, t...

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Bibliographic Details
Published in:Organic letters 2006-09, Vol.8 (19), p.4187-4189
Main Authors: Grig-Alexa, Irina-Claudia, Fînaru, Adriana-Luminita, Caubère, Paul, Guillaumet, Gérald
Format: Article
Language:English
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Summary:The synthesis of new 4,6-disubstituted dihydrodipyridopyrazines starting from corresponding carboxaldehydes via lithiation directed by α-amino alkoxides is described. The N,N,N‘-trimethylethylenediamine was used as amine component for in situ formation of the α-amino alkoxides. After optimization, this reaction allowed easy access to new interesting starting materials for further applications by palladium-catalyzed reactions.
ISSN:1523-7060
1523-7052
DOI:10.1021/ol061178e