CATALYTIC IRON-MEDIATED ENE CARBOCYCLIZATIONS OF TRIENES - INVESTIGATIONS INTO THE STEREOSELECTIVE FORMATION OF SOME BICYCLIC LACTAMS AND AMINES

Certain bicyclic ring systems (i.e., indolizidine and quinolizidine ri ng systems) are constructed in a stereoselective fashion using an iron -catalyzed carbocyclization. It is noteworthy that the reduced iron ca talyst tolerates triene substrates containing a basic nitrogen and tha t the chemical efficiency and the degree of 1,3-stereoinduction are dr amatically influenced by the nature of the substrate (amine versus ami de) and the nature of the ligand (2,2'-bipyridine versus bisoxazoline) employed in the iron catalyst system.