73195-01-4Relevant academic research and scientific papers
Photochemical Reactions of Bicyclooctadienons
Becker, Hans-Dieter,Ruge, Bernd
, p. 2189 - 2195 (1980)
A series of spirooxirano-substituted bicyclooctadienons have been prepared by Diels-Alder addition of dimethyl acetylenedicarboxylate to 2,4-cyclohexadienones, and their photochemistry was investigated.Upon direct exitation, they were found to aromatize by elimination of 2-carbonyloxirane which was trapped by ethanol to give ethyl glycidate.The acetophenone-sensitized reaction of bicyclooctadienones gave tricyclic isomeres whose formation by regiospecific di-?-methane rearrangement is discussed.
