A NOVEL KETAL FRAGMENTATION WITH ALUMINUM IODIDE

Authors
JUN JG HA TH MUNDY BP BARTELT KE BAIN RS CARDELLINA JH
Citation
Jg. Jun et al., A NOVEL KETAL FRAGMENTATION WITH ALUMINUM IODIDE, Journal of the Chemical Society. Perkin transactions. I, (18), 1994, pp. 2643-2645
Citations number
12
Categorie Soggetti
Chemistry Inorganic & Nuclear
Journal title
Journal of the Chemical Society. Perkin transactions. I → ACNP
ISSN journal
0300922X
Issue
18
Year of publication
1994
Pages
2643 - 2645
Database
ISI
SICI code
0300-922X(1994):18<2643:ANKFWA>2.0.ZU;2-C
Abstract
Aluminium iodide, prepared from dry aluminium foil and iodine, in acet onitrile is shown to convert bicyclic ketals in the 6,8-dioxabicyclo[3 .2.1]octane series into a cyclohexenone and a substituted pyridine in one step. Details of the structural analysis are discussed. The role o f the 1,5-diketone as intermediate for the formation of the cyclohexen one and the pyridine from the bicyclic ketal was secured by subjecting the isolated diketone to various reaction conditions.