title: Unusual intramolecular cyclization of tris(beta-oximinoalkyl)amines. the first synthesis of 1,4,6,10-tetraazaadamantanes.
abstract: An unusual intramolecular cyclization of tris(beta-oximinoalkyl)amines 1 into 4,6,10-trihydroxy-1,4,6,10-tetraazaadamantanes 2 was discovered. Compounds 2 are related to a previously unknown type of heteroadamantanes that contain the cage isomeric to urotropin. A simple three-step synthesis of tetraazaadamantanes 2 and their N-substituted derivatives 3 and 4 from ammonia and aliphatic nitro compounds via the intermediacy of available tris-oximes 1 was developed.
authors.affiliation: Higher Chemical College of Russian Academy of Sciences,125047, Miusskaya str., 9, Moscow, Russian Federation.
authors.forename: Artem N
authors.initials: AN
authors.lastname: Semakin
authors.forename: Alexey Yu
authors.initials: AY
authors.lastname: Sukhorukov
authors.forename: Alexey V
authors.initials: AV
authors.lastname: Lesiv
authors.forename: Sema L
authors.initials: SL
authors.lastname: Ioffe
authors.forename: Konstantin A
authors.initials: KA
authors.lastname: Lyssenko
authors.forename: Yulia V
authors.initials: YV
authors.lastname: Nelyubina
authors.forename: Vladimir A
authors.initials: VA
authors.lastname: Tartakovsky