Synthesis and Functionalisation of Bridged Bicyclic aminesTools Adejare, Victor (2025) Synthesis and Functionalisation of Bridged Bicyclic amines. MRes thesis, University of Nottingham.
AbstractBridged bicyclic amines are attractive building blocks for medicinal chemists as they are sp3 rich and present two nitrogen atoms for functionalisation. Despite this, they are often difficult to synthesise, requiring multistep synthesis routes, some of which require the use of hazardous reagents. Here we demonstrate that a variety of novel functionalised [4.2.1] bridged bicyclic diamines can be synthesised efficiently from simple ketones using a Beckmann rearrangement strategy. Furthermore, we show that each nitrogen can be selectively functionalised post rearrangement through a protection and deprotection sequence.
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