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Australian Journal of Chemistry Australian Journal of Chemistry Society
An international journal for chemical science
RESEARCH ARTICLE

Photochemical Formation of [3,3,2]Propellanes from 1,5-Dimethylenecycloalkanes

R Bishop and AE Landers

Australian Journal of Chemistry 32(12) 2675 - 2679
Published: 1979

Abstract

Photolysis of the dienes 10,13-imethylenetricyclo[6,3,3,02,7]tetradeca-2,4,6-triene and 1,5-dimethylenecyclooctane results in cyclization to the corresponding [3,3,2]propellane structure. The latter reaction provides a convenient synthesis of [3,3,2]propellane from cycloocta-1,5-diene. In contrast 2,6-dimethylenebicyclo[3,3,1]nonane is converted into 2-methyl-6-methylenebicyclo[3,3,1]non-2-ene under similar conditions.

https://doi.org/10.1071/CH9792675

© CSIRO 1979

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