Photoisomerization of Bicyclo [3.1. 1] heptan-2-ones in Methanol: Chemical Transformations of'Verbanones'
AG Fallis
Index: Fallis,A.G. Canadian Journal of Chemistry, 1975 , vol. 53, p. 1657 - 1669
Full Text: HTML
Citation Number: 11
Abstract
The products (predominantly unsaturated aldehydes) from photolysis in methanol of a series of 6, 6-dimethylbicyclo [3.1. 1] heptan-2-ones are reported. These results are rationalized on the basis of stereochemical interactions and the apparent preference for cleavage to occur adjacent to the less highly substituted α-carbon but more stable alkyl radical. It is concluded that the photochemical behavior of α-cyclobutyl ketones displays a closer parallel to the α- ...
Related Articles:
Studies in the pinane series: The synthesis of (±)“orthodene”
[Burgstahler,A.W.; Sticker,R.E. Tetrahedron, 1968 , vol. 24, p. 2435 - 2442]