PDF herunterladen
Synthesis 1988; 1988(1): 76-78
DOI: 10.1055/s-1988-27472
communication
© Georg Thieme Verlag, Rüdigerstr. 14, 70469 Stuttgart, Germany. All rights reserved. This journal, including all individual contributions and illustrations published therein, is legally protected by copyright for the duration of the copyright period. Any use, exploitation or commercialization outside the narrow limits set by copyright legislation, without the publisher's consent, is illegal and liable to criminal prosecution. This applies in particular to photostat reproduction, copying, cyclostyling, mimeographing or duplication of any kind, translating, preparation of microfilms, and electronic data processing and storage.

A Facile Entry to the 2-Azabicyclo[2.2.2]octane-6-one Skeleton via [4+2]-Cycloaddition

C. Herdeis* , C. Hartke
  • *Institut für Pharmazie und Lebensmittelchemie der Universität Würzburg, Am Hubland, D-8700 Würzburg, Federal Republic of Germany
Weitere Informationen

Publikationsverlauf

Publikationsdatum:
12. September 2002 (online)

 als PDF herunterladen  Lizenzen und Reprints Alle Artikel dieser Rubrik

2-Aza-bicyclo[2.2.2]octane-6-one derivatives are prepared from 5-hydroxy-2-pyridone via [4+2]-cycloaddition with phenyl vinyl sulfone as an ethylene equivalent. Complete regiospecificity is observed. The exo-endo 15 ratio of the adducts is 7:3. A four step reaction sequence affords 2-aza-6-dimethoxybicyclo[2.2.2]octane, a starting material in the synthesis of desethylibogamine.