The formation of bicyclic amines by the intramolecular cyclization of 4-aza-6- methoxycarbonyl-5-hexenyl radicals is described. The direct attachment of a nitrogen atom to the double bond changes the electronic nature of the alkene such that the cyclization is less efficient than the all carbon analogue or the other aza-substituted 5-hexenyl cyclizations. The reaction has been used in a short, convenient synthesis of a variety of ...
[Kreevoy, Maurice M.; Ostovic, Drazen; Lee, In-Sook Han; Binder, David A.; King, Gary W. Journal of the American Chemical Society, 1988 , vol. 110, # 2 p. 524 - 530]