Cyclooctatrienes from pyran-2-ones via a tandem [4+4]-photocycloaddition/decarboxylation process

Lei Li; Charles E Chase; F G West

doi:10.1039/b806871b

Cyclooctatrienes from pyran-2-ones via a tandem [4+4]-photocycloaddition/decarboxylation process

Chem Commun (Camb). 2008 Sep 14:(34):4025-7. doi: 10.1039/b806871b. Epub 2008 Jul 18.

Authors

Lei Li¹, Charles E Chase, F G West

Affiliation

¹ Department of Chemistry, University of Alberta, E3-43 Gunning-Lemieux Chemistry Centre, Edmonton, AB, Canada T6G 2G2.

PMID: 18758614
DOI: 10.1039/b806871b

Abstract

Irradiation of pyran-2-ones bearing pendent furans in aqueous MeOH followed by heating furnished fused bicyclic products containing a cyclooctatriene ring.

MeSH terms

Alkenes / chemistry*
Bridged Bicyclo Compounds / chemical synthesis*
Cyclization
Decarboxylation
Furans
Hot Temperature
Methanol / chemistry
Models, Chemical
Photochemistry
Pyrones / chemistry*
Solutions / chemistry
Water / chemistry

Substances

Alkenes
Bridged Bicyclo Compounds
Furans
Pyrones
Solutions
Water
Methanol