473259-17-5Relevant articles and documents
Synthesis of 1-Azaspiroundecane ring system via Thorpe-Ziegler annulation of 2-Cyano-2-(4-Cyano-Tethered) Arylpiperidines
Malassene, Richard,Toupet, Loic,Hurvois, Jean-Pierre,Moinet, Claude
, p. 895 - 898 (2007/10/03)
An efficient stereocontrolled route to the spiro[5.5]undecan framework of the histrionicotoxin alkaloids, employing anodic cyanation and Thorpe-Ziegler cyclization as key steps, is described. In the process of gaining information concerning the hydrolysis of the cyanoenamine function in 8, an unexpected intramolecular Friedel-Crafts type reaction provided the aza-fluorene 10.