Triallylmanganate-Mediated Cyclization of Diyne, Enyne, and Diene. An Unprecedented Bicyclization Reaction into Bicyclo[5.3.0]decane and Bicyclo[4.3.0]nonane Skeletons

Treatment of diynes with triallylmanganate provided bicyclized products containing a seven-membered ring. N,N-Bis(2-nonynyl)benzylamine gave a mixture of 9-benzyl-2,6-dihexyl-9-azabicyclo[5.3.0]deca-1(7),2-diene, and 9-benzyl-2,6-dihexyl-9-azabicyclo[5.3.0]deca-1(7),3-diene, upon treatment with triallylmanganate.