Ein‐Topf‐Synthese von 1,3‐Cyclohexadienen durch Birch‐Reduktion in Gegenwart von Carbonylverbindungen
Tobias Krüger‐Braunert,
Torsten Linker
Abstract:Birch reductions are well‐known transformations of arenes, applied for large scale synthesis of 1,4‐cyclohexadienes. Herein, we describe first reactions of benzoic acids in the presence of carbonyl compounds, affording aldol products in moderate to high yields. Alkyl aldehydes give the expected nonconjugated dienes by reaction at the α‐position. Interestingly, the intermediately formed enolate attacks aryl aldehydes and ketones from its γ‐position, which can be explained by steric hindrance. This opens the doo… Show more
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