Synthesis of azabicyclic systems using nitrogen-directed radical rearrangements.
Radical rearrangements are important transformations in organic synthesis. The stabilisation of alpha-nitrogen radicals is shown to be a useful effect for the control of radical rearrangements and is applied to the synthesis of a variety of azabicyclic frameworks. The utility of this method is illustrated in the synthesis of bioactive targets.
Hodgson
David M
DM
Department of Chemistry, University of Oxford, Chemistry Research Laboratory, Oxford, UK. david.hodgson@chem.ox.ac.uk
Winning
Leonard H
LH
D001372:Aza Compounds / Q000138:chemical synthesis*; D019086:Bridged Bicyclo Compounds, Heterocyclic / Q000138:chemical synthesis*; D005609:Free Radicals; D009584:Nitrogen; D011725:Pyridines / Q000138:chemical synthesis*
D001372:Aza Compounds; D019086:Bridged Bicyclo Compounds, Heterocyclic; D005609:Free Radicals; D011725:Pyridines; C082748:epibatidine; D009584:Nitrogen