Pr. Dave et al., 1,5-DIAZACYCLOOCTANE-3,7-DERIVATIVES AS PRECURSORS OF THE 3,7-DIAZA[3.3.0]BICYCLOOCTANE AND 3,7,10-HETEROCYCLIC[3.3.3]PROPELLANE RING-SYSTEMS, Tetrahedron letters, 35(48), 1994, pp. 8965-8968
A simple synthesis of 3,7-disubstituted-1,5-diazacyclooctanes from p-t
oluenesulfonamides and 3-chloro-2-chloromethylpropene has been develop
ed. Unusual transannular reactions in these eight-membered ring interm
ediates provide easy access to novel 3,7-diaza[3.3.0]bicyclooctane and
3,7,10-heterocyclic[3.3.3]propellane ring systems.