An anti-tetraamination of a 1,3-diene unit via cascade annulations of the azulenone scaffold with dicarbonyl azo-compounds.
Dense and stereo-controlled integrations of C-N bonds on the azulenone scaffold are achieved by sequential (i) ene, (ii) [6 + 2]-cycloaddition, and (iii) hetero-conjugate addition reactions leading to a topologically complex bis-bridged skeleton.
Ishigaki
Yuhei
Y
Division of Chemistry, Graduate School of Science, Hokkaido University, Sapporo, 060-0810, Japan.
Mahendar
Velisoju
V
Oguri
Hiroki
H
Oikawa
Hideaki
H
D000466:Alkadienes / Q000138:chemical synthesis* / Q000737:chemistry; D000586:Amination; D001391:Azo Compounds / Q000737:chemistry*; D052176:Azulenes / Q000737:chemistry*; D018360:Crystallography, X-Ray; D003500:Cyclization; D008958:Models, Molecular; D015394:Molecular Structure; D013237:Stereoisomerism
D000466:Alkadienes; D001391:Azo Compounds; D052176:Azulenes