FUNCTIONALIZED CHLOROENAMINES IN AMINOCYCLOPROPANE SYNTHESIS IV. A SYNTHESIS FOR BICYCLIC LACTAMS FROM CARBAMOYLATED CHLOROENAMINES - THE RESULT OF A TANDEM RING CONTRACTION - CYCLIZATION PROCESS

Article abstract of DOI:10.1016/S0040-4020(01)89139-0

Reaction of N-tosylcarbamoylated chloroenamines 6b-d with sodium cyanide in acetonitrile gave bicyclic lactams 8b-d instead of the expected bicyclic compounds of type 7.X-ray structure analyses of 8b-d established an uniform cis-anellation o