Synthesis of the spirosuccinimide moiety of Asperparaline A.
2,6,6-Trimethyl-2-azaspiro[4.4]nonane-1,3-dione (9), a spirosuccinimide moiety of asperparaline A (1), was synthesized by starting from 2,2-dimethylcyclopentanone (4) via trinitrile 6 in five steps in a moderate yield. This conversion establishes a model study for synthesis of the spirosuccinimide moiety of asperparaline A (1).
Tanimori
S
S
Department of Applied Biochemistry, College of Agriculture, Osaka Prefecture University, Sakai, Japan. tanimori@biochem.osakafu-u.ac.jp
Fukubayashi
K
K
Kirihata
M
M
D000470:Alkaloids / Q000737:chemistry*; D008956:Models, Chemical; D010879:Piperazines; D013141:Spiro Compounds / Q000138:chemical synthesis*; D013388:Succinimides / Q000138:chemical synthesis*
D000470:Alkaloids; D010879:Piperazines; D013141:Spiro Compounds; D013388:Succinimides; C109708:aspergillimide; C032620:succinimide