Convenient Synthesis of 3,7-diazabicyclo[3.3.1]nonane (bispidine)

Authors
Miyahara, Y Goto, K Inazu, T
Citation
Y. Miyahara et al., Convenient Synthesis of 3,7-diazabicyclo[3.3.1]nonane (bispidine), SYNTHESIS-S, (3), 2001, pp. 364-366
Citations number
28
Categorie Soggetti
Chemistry & Analysis","Organic Chemistry/Polymer Science
Journal title
SYNTHESIS-STUTTGART
ISSN journal
00397881 → ACNP
Issue
3
Year of publication
2001
Pages
364 - 366
Database
ISI
SICI code
0039-7881(200103):3<364:CSO3(>2.0.ZU;2-4
Abstract
Bispidine 1a is conveniently synthesized via a route involving double Manni ch reaction of 1-allylpiperidin-4-one to N, N'-diallylbispidinone, Wolff-Ki shner reduction of the bispidinone, and deallylation of the resulting N,N'- diallylbispidine by treatment with ethyl chloroformate in the presence of N aI, followed by alkaline hydrolysis.