131390-87-9Relevant articles and documents
SYNTHESIS OF BRIDGED BICYCLIC HYDRAZINES VIA CYCLIC N-ACYLHYDRAZONIUM INTERMEDIATES
Pirrung, Frank O. H.,Rutjes, Floris P. J. T.,Hiemstra, Henk,Speckamp, W. Nico
, p. 5365 - 5368 (1990)
The efficient preparation of bridged diazabicyclics 1 from pyrazolidones 3 by cationic ring closure of endocyclic hydrazonium electrophiles 2 is described.
Synthesis of bridged bicyclic hydrazines via endocyclic N-acylhydrazonium intermediates: A novel route to the 1-azatropane skeleton
Rutjes,Hiemstra,Pirrung,Speckamp
, p. 10027 - 10048 (2007/10/02)
Bicyclic molecules with the 1,7-diaza-6,6-dimethylbicyclo[2.2.1]heptane and 1,8-diaza-7,7-dimethylbicyclo[3.2.1]octane (1-aza-7,7-dimethytropane) skeleton are shown to be efficiently synthesized via cyclization reactions of endocyclic N-acylhydrazonium intermediates. By using a protected β-ketoester as the internal nucleophile, azacocaine analogues are also accessible via this methodology.