Multicomponent Domino Reaction from β-Ketoamides:  Highly Efficient Access to Original Polyfunctionalized 2,6-Diazabicyclo[2.2.2]octane Cores

We describe a new multicomponent domino reaction from β-ketoamides, involved as substrates and as nucleophilic partners. We obtain highly functionalized and original 2,6-diazabicyclo[2.2.2]octane cores (2,6-DABCO) in a five-step one-pot sequence, which is fast, environmentally friendly, operationall...

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Veröffentlicht in:Journal of the American Chemical Society 2005-12, Vol.127 (49), p.17176-17177
Hauptverfasser: Liéby-Muller, Frédéric, Constantieux, Thierry, Rodriguez, Jean
Format: Artikel
Sprache:eng
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Zusammenfassung:We describe a new multicomponent domino reaction from β-ketoamides, involved as substrates and as nucleophilic partners. We obtain highly functionalized and original 2,6-diazabicyclo[2.2.2]octane cores (2,6-DABCO) in a five-step one-pot sequence, which is fast, environmentally friendly, operationally simple to manage, and combines step- and atom-economic aspects.
ISSN:0002-7863
1520-5126
DOI:10.1021/ja055885z