Lithiation directed by amino alkoxides. Application to the synthesis of new disubstituted dihydrodipyridopyrazines.

Irina-Claudia Grig-Alexa, Adriana-Luminita Fînaru, Paul Caubère, Gérald Guillaumet

Index: Org. Lett. 8(19) , 4187-9, (2006)

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Abstract

The synthesis of new 4,6-disubstituted dihydrodipyridopyrazines starting from corresponding carboxaldehydes via lithiation directed by alpha-amino alkoxides is described. The N,N,N'-trimethylethylenediamine was used as amine component for in situ formation of the alpha-amino alkoxides. After optimization, this reaction allowed easy access to new interesting starting materials for further applications by palladium-catalyzed reactions.