Synthesis of mixed heteroatom wurtzitanes

Syntheses of a novel series of mixed heteroatom wurtzitanes (tetracyclo[5.3.1.12,6.04,9]dodecanes) are described. cis,cis-1,3,5-Triformyl-1,3,5-trimethylcyclohexane 3 reacts with equimolar amounts of primary amines to afford the structurally novel 1,7,9-trimethyl-3,5-dioxa-12-azawurtzitanes, containing two different heteroatoms in the wurtzite ring. The mechanism for the reaction of compound 3 with primary amines in CHCl3 is also reported.