A radical route to morphans. Synthesis and spectroscopic data of the 2-azabicyclo[3.3.1]nonane

Authors
Quirante, J Escolano, C Diaba, F Bonjoch, J
Citation
J. Quirante et al., A radical route to morphans. Synthesis and spectroscopic data of the 2-azabicyclo[3.3.1]nonane, HETEROCYCLE, 50(2), 1999, pp. 731-738
Citations number
31
Categorie Soggetti
Organic Chemistry/Polymer Science
Journal title
HETEROCYCLES
ISSN journal
03855414 → ACNP
Volume
50
Issue
2
Year of publication
1999
Pages
731 - 738
Database
ISI
SICI code
0385-5414(19990401)50:2<731:ARRTMS>2.0.ZU;2-R
Abstract
The synthesis of 1-benzyl-2-azabicyclo[3.3.1]nonan-3-one (8) through radica l cyclization, involving an intramolecular addition of a carbamoyldichlorom ethyl radical upon an alkene, is described. Conversion of 8 to the morphan itself, and the spectroscopic analysis of some derivatives of this series a re reported.