An Approach to Azabicyclo[n.3.1]alkanes by Double Mannich Reaction
20 November 2009 (eFirst)
Chlorotrimethylsilane-promoted double Mannich annulation of ketones using N,N-bis(methoxymethyl)benzylamine has been explored. It has been shown that the structure of the substrate drastically influenced the outcome of the reaction. The method allows azabicyclo[n.3.1]alkane derivatives (n = 2-5) to be obtained in good yields.
annulation - Mannich bases - molecular rigidity - bicyclic compounds - chlorotrimethylsilane