An unprecedented Co-II-tetraphenylporphyrin-catalyzed decomposition of bicyclic endoperoxides: A new approach to substituted furofuran systems

Citation
Me. Sengul et al., An unprecedented Co-II-tetraphenylporphyrin-catalyzed decomposition of bicyclic endoperoxides: A new approach to substituted furofuran systems, EUR J ORG C, (7), 2000, pp. 1359-1363
Citations number
29
Categorie Soggetti
Organic Chemistry/Polymer Science
Journal title
EUROPEAN JOURNAL OF ORGANIC CHEMISTRY
ISSN journal
1434193X → ACNP
Issue
7
Year of publication
2000
Pages
1359 - 1363
Database
ISI
SICI code
1434-193X(200004):7<1359:AUCDOB>2.0.ZU;2-E
Abstract
Co-II-tetraphenylporphyrin-catalyzed decomposition of bicyclic endoperoxide s 4 and 5 with a strained double bond moiety has been studied. Compounds 4 and 5 have been synthesized by photooxygenation of 3 which itself was obtai ned by dichloroketene addition to cycloheptatriene, followed by removal of the chlorine atoms. An unusual decomposition mode of 4 promoted by Co-II-TP P resulted in the formation of 8 and 9 which are important building blocks in furofuran systems.